<?xml version="1.0" encoding="UTF-8"?><rss xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:content="http://purl.org/rss/1.0/modules/content/" xmlns:atom="http://www.w3.org/2005/Atom" version="2.0" xmlns:itunes="http://www.itunes.com/dtds/podcast-1.0.dtd" xmlns:googleplay="http://www.google.com/schemas/play-podcasts/1.0"><channel><title><![CDATA[When life Stops Working]]></title><description><![CDATA[My Substack which discusses major life changes]]></description><link>https://ianasimon.substack.com</link><image><url>https://substackcdn.com/image/fetch/$s_!3JeE!,w_256,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7cb3d5fd-0f3d-480e-8d1f-d1ab09d4dacc_1024x1024.png</url><title>When life Stops Working</title><link>https://ianasimon.substack.com</link></image><generator>Substack</generator><lastBuildDate>Tue, 03 Nov 2026 21:32:29 GMT</lastBuildDate><atom:link href="https://ianasimon.substack.com/feed" rel="self" type="application/rss+xml"/><copyright><![CDATA[Ian Simon]]></copyright><language><![CDATA[en]]></language><webMaster><![CDATA[ianasimon@substack.com]]></webMaster><itunes:owner><itunes:email><![CDATA[ianasimon@substack.com]]></itunes:email><itunes:name><![CDATA[Ian Simon]]></itunes:name></itunes:owner><itunes:author><![CDATA[Ian Simon]]></itunes:author><googleplay:owner><![CDATA[ianasimon@substack.com]]></googleplay:owner><googleplay:email><![CDATA[ianasimon@substack.com]]></googleplay:email><googleplay:author><![CDATA[Ian Simon]]></googleplay:author><itunes:block><![CDATA[Yes]]></itunes:block><item><title><![CDATA[I Retired to the Philippines. Then I Went Back to Work.]]></title><description><![CDATA[I thought retirement meant leaving work behind. A few months later, I found myself standing in a classroom in China. Perhaps I&#8217;d misunderstood what retirement was supposed to mean.]]></description><link>https://ianasimon.substack.com/p/i-retired-to-the-philippines-then</link><guid isPermaLink="false">https://ianasimon.substack.com/p/i-retired-to-the-philippines-then</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sun, 01 Nov 2026 08:40:36 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!FH9E!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!FH9E!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!FH9E!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg 424w, https://substackcdn.com/image/fetch/$s_!FH9E!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg 848w, https://substackcdn.com/image/fetch/$s_!FH9E!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!FH9E!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!FH9E!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg" width="1456" height="1941" 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srcset="https://substackcdn.com/image/fetch/$s_!FH9E!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg 424w, https://substackcdn.com/image/fetch/$s_!FH9E!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg 848w, https://substackcdn.com/image/fetch/$s_!FH9E!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!FH9E!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fa60e498a-7277-4899-b218-c5ed12955ea5_1944x2592.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em><strong>Me visiting Zhuhai Opera House on a sunny Sunday morning - happy retirement</strong></em></p><p>A few weeks ago, I found myself standing in front of a classroom full of aviation engineers in China, explaining the intricacies of a flight simulator. It was familiar territory. I&#8217;ve spent a considerable part of my working life travelling around the world, teaching engineers how complicated pieces of machinery work, and occasionally wondering why the designers couldn&#8217;t have made them a little less complicated in the first place. There was nothing particularly unusual about the classroom, the equipment or even being in China. What was unusual was that I was supposed to be retired.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>Only a few months earlier, I&#8217;d left my job, packed up what remained of my life in the UK and moved permanently to the Philippines. At 63, after a working life that began in the Royal Air Force and took me through engineering, business ownership, management and technical training, I&#8217;d finally decided that enough was enough. Not because I hated my job. Quite the opposite, actually. I genuinely enjoyed teaching, particularly the satisfaction of watching someone understand something they&#8217;d been struggling with. But I had become increasingly uncomfortable with the idea that the structure of my entire life should continue to be determined by employment.</p><p>There were things I wanted to do, places I wanted to explore and, perhaps most importantly, a different way of living I wanted to experience while I was still fit and healthy enough to enjoy it. I had bought some land in the mountains of Northern Mindanao, overlooking the countryside near Cagayan de Oro, and had begun building a modest house. Nothing particularly grand, although the decking seems to be growing every time I look at the plans. My intention was to create somewhere peaceful, with enough space to grow things, work on projects, write, enjoy the mornings and generally decide for myself what each day would contain.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!YrPJ!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!YrPJ!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg 424w, https://substackcdn.com/image/fetch/$s_!YrPJ!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg 848w, https://substackcdn.com/image/fetch/$s_!YrPJ!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!YrPJ!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!YrPJ!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg" width="1080" height="1440" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/ba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:1440,&quot;width&quot;:1080,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:271257,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:false,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/222995355?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!YrPJ!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg 424w, https://substackcdn.com/image/fetch/$s_!YrPJ!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg 848w, https://substackcdn.com/image/fetch/$s_!YrPJ!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!YrPJ!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fba47071d-5bc2-4b90-9cd8-7fbe19055ee8_1080x1440.jpeg 1456w" sizes="100vw"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em><strong>My house build in the Philippines.</strong></em></p><p>And then the telephone rang.</p><p>My former employer needed someone to deliver a technical training course in China. I knew the equipment, I knew the subject and I knew I could do the job. More importantly, I still enjoyed doing it. So, after some consideration, I agreed to take the assignment through my new company, Simulator Engineering Services.</p><p>I can almost hear the reaction from some people reading this. You retire to a tropical country, start building your dream home and then immediately get on an aeroplane to go back to work. What on earth was the point of retiring?</p><p>It&#8217;s a reasonable question, but perhaps it comes from a misunderstanding of what I was trying to achieve in the first place.</p><p>You see, I never imagined retirement as a long procession of lazy mornings, comfortable slippers and evenings beside a warm hearth. That might be somebody else&#8217;s idea of paradise, and I certainly wouldn&#8217;t criticise them for it, but it was never going to be mine. I&#8217;ve spent my entire life making things, fixing things, learning things and trying to understand how things work. I&#8217;m an engineer by instinct as much as by profession, and I suspect I&#8217;d become thoroughly miserable if I suddenly found myself with nothing interesting to occupy my mind.</p><p>I knew that long before I handed in my resignation.</p><p>What I wanted wasn&#8217;t a life without work. I wanted the freedom to design a life in which the work I chose to do fitted around everything else, rather than everything else having to fit around work. For most of my adult life, employment had been the fixed point. Where I lived, when I travelled, how much time I could devote to personal projects and even when I could take a holiday were all influenced by the demands of my career. I had become very good at organising my life around those demands, so good, in fact, that I rarely stopped to question whether the arrangement itself made sense.</p><p>Retirement offered me the opportunity to turn that arrangement upside down.</p><p>Instead of having a job and squeezing my interests into whatever time remained, I could start with the life I wanted to live and then choose the projects that interested me. Some might earn money, others might not. I could build a house, develop a business, write, teach, learn new skills or spend a week doing something completely unexpected. The important thing was that I would decide which opportunities deserved my time and how much of that time I was prepared to give them.</p><p>It wasn&#8217;t a plan to stop being productive. If anything, I hoped to become more productive, but on my own terms and in directions that meant something to me.</p><p>And that changes the relationship with work quite dramatically.</p><p>This assignment in China will earn me a useful amount of money. It will help finance some of the projects I&#8217;m working on in the Philippines and provide an additional cushion for the future. But there&#8217;s an important distinction: I didn&#8217;t come here because I needed the money to survive. I came because I was offered something I knew I could do, something I genuinely enjoy, and because the financial reward made it worth temporarily interrupting my plans.</p><p>That may sound like a small distinction, but to me it is enormous.</p><p>Interestingly, the assignment hasn&#8217;t been without its frustrations. The arrangements were made at very short notice, some of the necessary paperwork took considerably longer than it should have, and I arrived without access to all the technical resources I&#8217;d expected to have available. In the past, these were the sorts of difficulties I would have absorbed as part of my employment. You get on with the job, solve the problems and make the best of things. And that&#8217;s exactly what I&#8217;ve done this time, because I made a commitment and intend to honour it.</p><p>But something has changed in how I look at those problems. I no longer feel obliged to accept the same circumstances again. If another assignment comes along, I can decide whether it fits into my life, rather than rearranging my life to accommodate it. If the preparation isn&#8217;t adequate, the dates are inconvenient or I simply have something else I&#8217;d rather be doing, I can decline.</p><p>Not because I&#8217;ve become difficult or unreasonable, but because the relationship has fundamentally changed.</p><p>I still have skills that are valuable. I still enjoy using them. I still get enormous satisfaction from teaching. Retirement hasn&#8217;t removed any of those things, and I don&#8217;t see why it should. What it has removed, or at least greatly reduced, is the obligation to keep doing them regardless of what else I might want from life.</p><p>Meanwhile, back in the Philippines, my house is slowly taking shape. The roof is on, the windows are being fitted, the decking is progressing and I&#8217;m looking forward to the day when I can sit outside with my morning coffee and watch the sun come up over the mountains. There are gardens to establish, projects to begin, things to write and people to meet. None of those things are particularly remarkable in themselves, but together they represent a life that I&#8217;ve chosen rather than one that has developed around the demands of my career.</p><p>And I miss it.</p><p>That&#8217;s probably been the most revealing part of this little adventure. I&#8217;m enjoying the teaching, and I&#8217;ve met some good people, but I&#8217;m also looking forward to getting home. Not because I can&#8217;t wait to stop working, but because there is now something waiting for me that I genuinely want to return to. Something I&#8217;ve created for myself, rather than something that exists in the spaces between working assignments.</p><p>Perhaps that&#8217;s what retirement should really mean.</p><p>Not necessarily the end of productive work, or the abandonment of skills acquired over a lifetime. Not an endless holiday, and certainly not sitting around waiting for the days to pass. Maybe retirement is simply reaching the point where work becomes one of the things you can choose to do, rather than the thing around which every other decision must revolve.</p><p>I don&#8217;t know whether I&#8217;ll accept another teaching assignment next year. I might. If the right opportunity comes along, and it fits comfortably around everything else I&#8217;m doing, I would probably enjoy it. Equally, I might decide that I&#8217;d rather spend those weeks working on my house, writing another book, developing my businesses or simply enjoying the life I&#8217;ve moved halfway around the world to create.</p><p>For the first time in a very long time, either decision would be perfectly acceptable.</p><p>I spent most of my adult life believing that retirement meant the day I finally stopped working. Yet here I am, supposedly retired, working in China and feeling rather more retired than I ever did when I was sitting at home on annual leave.</p><p>The difference is that work no longer dictates the shape of my life.</p><p>And perhaps that&#8217;s the freedom I was looking for all along.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div>]]></content:encoded></item><item><title><![CDATA[Should I Thank the Van Lifers or Blame Them?]]></title><description><![CDATA[How a fascination with engineering led me to question everything I thought I knew about success, and eventually inspired an unexpected new adventure at 63.]]></description><link>https://ianasimon.substack.com/p/should-i-thank-the-van-lifers-or</link><guid isPermaLink="false">https://ianasimon.substack.com/p/should-i-thank-the-van-lifers-or</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sat, 24 Oct 2026 10:23:52 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!elp5!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!elp5!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!elp5!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!elp5!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!elp5!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!elp5!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!elp5!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2363392,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/221898419?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!elp5!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!elp5!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!elp5!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!elp5!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8b335fdb-9935-4af5-b342-e75a8ee5dbf0_1536x1024.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em><strong>Inspired by Van-lifers</strong></em></p><p>I can&#8217;t remember exactly when I started watching videos of people converting old vans into mobile homes, but I do remember what attracted me to them in the first place. It certainly wasn&#8217;t the prospect of living in one. I&#8217;ve spent most of my working life as an engineer, and I&#8217;ve always had a fascination with how things are designed, constructed and made to work. Give me a complicated engineering problem and I&#8217;ll happily lose an afternoon trying to understand it. So when Facebook started showing me videos of people turning battered old delivery vans into surprisingly comfortable little homes, I was hooked. I found myself watching complete build sequences, fascinated by the ingenuity involved in squeezing electrical systems, plumbing, heating, cooking facilities and sleeping accommodation into a space barely larger than my garden shed. Some of the solutions were genuinely clever, others were questionable, and occasionally I&#8217;d find myself talking to the screen, wondering what on earth possessed somebody to put a water pipe there. But that&#8217;s engineers for you. We can&#8217;t help ourselves.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>At first, I barely paid attention to the people doing the work. I was interested in the technical challenges, the materials they were using and how they overcame the inevitable problems that arose along the way. But as I continued watching, I began following particular creators, and gradually the videos became about much more than the construction of a van. Between fitting solar panels and installing kitchen cupboards, these people would talk about their lives, their ambitions and what had led them to undertake such an unusual project in the first place. I started learning about their backgrounds, the jobs they&#8217;d left behind, the places they hoped to visit and the reasons they&#8217;d decided that the conventional path through life wasn&#8217;t necessarily the one they wanted to follow. Without really noticing when it happened, my interest shifted from the engineering to the engineers, many of whom weren&#8217;t engineers at all.</p><p>What struck me was how young many of them were. Here were people in their twenties and thirties, often with relatively little experience of life, making decisions that seemed extraordinarily bold to someone who had spent decades pursuing a rather more conventional definition of success. They weren&#8217;t necessarily wealthy, particularly well educated or in possession of some grand plan for the future. In fact, many were learning as they went along, making mistakes in public and occasionally discovering that their romantic vision of life on the road involved rather more mechanical breakdowns and damp bedding than they&#8217;d anticipated. Yet I found myself developing a genuine admiration for them, not because I particularly envied their lifestyle, but because they appeared to have given serious thought to something that I was beginning to suspect I&#8217;d overlooked. They had asked themselves what sort of life they actually wanted, rather than simply accepting the one that society seemed to expect them to pursue.</p><p>There was another aspect of their videos that I found particularly refreshing, and it concerned money. Some of these young creators were remarkably open about the fact that they were making videos because they hoped to earn enough income to support their travels. They weren&#8217;t pretending to be engaged in some noble endeavour that placed them above the grubby business of earning a living. They needed money for fuel, food, repairs and the occasional campsite with a functioning shower, and they were perfectly happy to explain that social media was part of their plan to finance it. I rather liked that honesty. They weren&#8217;t necessarily trying to become rich or famous, although I&#8217;m sure some wouldn&#8217;t have objected to either. They were simply attempting to find a way of earning money that allowed them to live the life they&#8217;d already decided they wanted. It was a subtle distinction, but one that would eventually cause me a considerable amount of uncomfortable reflection.</p><p>You see, I considered myself a reasonably intelligent and independently minded person. I&#8217;d built businesses, owned properties, worked internationally and spent much of my career teaching highly technical subjects to other engineers. I&#8217;d enjoyed successes, suffered some fairly spectacular failures and accumulated enough experience to believe that I understood a thing or two about how the world worked. I certainly didn&#8217;t think of myself as someone who blindly followed the crowd. Yet here I was, approaching sixty, listening to people half my age and finding that their reasoning was exposing some rather substantial cracks in my own understanding of success. For most of my adult life, I&#8217;d accepted a familiar sequence of events. You worked hard, developed a career, earned more money, acquired property, built financial security and, if everything went according to plan, eventually retired with enough resources to enjoy whatever years remained. It was the model I&#8217;d grown up with, the one I&#8217;d seen reinforced by family, friends, employers and society in general. I&#8217;d questioned plenty of things over the years, but somehow I&#8217;d never seriously questioned the model itself.</p><p>And that was the uncomfortable part. It wasn&#8217;t that these young people had discovered some universal secret to happiness, or that living in a converted van was inherently better than living in a house. I was quite capable of recognising the limitations of their chosen lifestyle, and I suspected that some would eventually discover them rather more painfully than others. What unsettled me was the realisation that they&#8217;d been prepared to examine assumptions I&#8217;d barely noticed I was making. They had started with the question of how they wanted to live and were attempting to arrange their working lives around that decision. I, on the other hand, had spent decades arranging my life around work, financial obligations and the pursuit of security, largely assuming that the opportunity to live as I wished would arrive somewhere towards the end of the process. I began wondering whether I&#8217;d got the sequence the wrong way round.</p><p>Now, I don&#8217;t want to give the impression that a few Facebook videos suddenly caused me to abandon everything and head for the nearest airport. Life is considerably more complicated than that, and my own journey involved years of experiences, disappointments, changing circumstances and questions that had been quietly accumulating in the background. But those videos acted as a catalyst. They brought things into focus that I&#8217;d previously struggled to articulate, and they forced me to confront the possibility that much of what I&#8217;d regarded as success had been defined by expectations I&#8217;d inherited rather than choices I&#8217;d consciously made. That isn&#8217;t a particularly comfortable discovery when you&#8217;re approaching sixty. By that age, your habits, ambitions and assumptions have had decades to become firmly embedded, and the prospect of questioning them can feel rather like discovering that the foundations of a house you&#8217;ve spent your entire life building aren&#8217;t quite where you thought they were.</p><p>What I found especially humbling was that the people prompting these questions were often young enough to be my children. I&#8217;ve always believed that experience matters, and I still do, but I&#8217;d fallen into the trap of assuming that experience and wisdom necessarily arrive together. Watching those creators reminded me that having lived longer doesn&#8217;t automatically mean you&#8217;ve examined life more carefully. Some of those youngsters had thought seriously about questions I&#8217;d managed to avoid for decades, and they were willing to share their thinking openly, even when they hadn&#8217;t worked out all the answers. I began to appreciate that their real contribution wasn&#8217;t the vans they were building or even the lifestyles they were pursuing. It was the message they were communicating, sometimes quite unintentionally, to people like me who happened to be watching.</p><p>Fast-forward a few years, and life looks rather different. At 63, I&#8217;ve retired early and moved to the Philippines, where I&#8217;m building my own house, developing a few business ideas, writing and gradually discovering what it means to organise my days around things I&#8217;ve consciously chosen to do. I&#8217;m not suggesting that I&#8217;ve suddenly found the perfect life, and I certainly haven&#8217;t escaped responsibility, financial concerns or the occasional frustrating encounter with bureaucracy. Anyone who&#8217;s attempted to build a house in the Philippines will appreciate that last point. But the difference is that I&#8217;m increasingly able to recognise why I&#8217;m doing the things I&#8217;m doing, and that matters to me. I haven&#8217;t abandoned ambition or the desire to achieve things; if anything, I seem to have acquired a fresh collection of ambitions at an age when I&#8217;m apparently supposed to be putting my feet up.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!-KrD!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!-KrD!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png 424w, https://substackcdn.com/image/fetch/$s_!-KrD!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png 848w, https://substackcdn.com/image/fetch/$s_!-KrD!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png 1272w, https://substackcdn.com/image/fetch/$s_!-KrD!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png 1456w" sizes="auto, 100vw"><img src="https://substackcdn.com/image/fetch/$s_!-KrD!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png" width="1456" height="819" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:819,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:3378764,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:true,&quot;topImage&quot;:false,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/221898419?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!-KrD!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png 424w, https://substackcdn.com/image/fetch/$s_!-KrD!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png 848w, https://substackcdn.com/image/fetch/$s_!-KrD!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png 1272w, https://substackcdn.com/image/fetch/$s_!-KrD!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F9527054e-343f-431b-8936-9d19881fcdd2_1672x941.png 1456w" sizes="auto, 100vw" loading="lazy"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em><strong>The house im building in the Philippines</strong></em></p><p>Which brings me, rather unexpectedly, back to social media.</p><p>Until a few months ago, my relationship with Facebook and the other platforms was fairly unremarkable. Like millions of people, I&#8217;d maintained accounts for years, mainly to keep in touch with family and friends, see what everyone was doing and occasionally share something of my own. I&#8217;d never really considered myself a potential content creator, partly because the whole business seemed to belong to a younger generation and partly because I couldn&#8217;t imagine why strangers would be interested in watching me talk about my life. But as my plans to retire in the Philippines became reality, I started thinking about those van lifers again. They&#8217;d shared their projects, experiences, successes and failures, and some had managed to build audiences large enough to generate a meaningful income. They weren&#8217;t necessarily doing anything extraordinary in the conventional sense. They were simply allowing other people to follow along as they pursued something that mattered to them.</p><p>It occurred to me that perhaps I could do something similar. After all, I was about to retire at 63, move halfway around the world, build a house and attempt to establish a completely different way of living. There would undoubtedly be successes, mistakes, surprises and plenty of things worth talking about along the way. I&#8217;d spent years standing in front of classrooms explaining complicated engineering systems to people who&#8217;d paid considerable sums of money to listen, so perhaps talking to a camera about life in the Philippines wasn&#8217;t quite as ridiculous an idea as it initially sounded. And, if I&#8217;m being perfectly candid, the possibility of earning some money from it was rather appealing. Retirement might mean stepping away from conventional employment, but it doesn&#8217;t mean that the electricity company suddenly stops sending bills.</p><p>Of course, deciding to have a go and actually doing it were two different things. I had a whole collection of preconceptions about social media that needed dismantling, many of which now seem rather silly. I assumed successful creators needed expensive equipment, sophisticated editing skills and an instinctive understanding of trends that someone of my generation was unlikely to possess. I imagined that audiences wanted polished performances, carefully scripted presentations and people who looked considerably younger and more photogenic than me. There was also the uncomfortable prospect of putting myself in front of strangers who were perfectly free to tell me that I was talking nonsense. Having spent much of my professional life in a fairly specialised technical environment, I was used to knowing my subject and being taken seriously. Social media offered no such guarantees, and the idea of starting again as a complete beginner was both slightly intimidating and, if I&#8217;m truthful, rather exciting.</p><p>So I began posting videos more seriously, talking about my move to the Philippines, the cost of living, my house-building project and the small discoveries that make everyday life here so interesting. I experimented with different subjects and ways of presenting them, usually with little more than my phone and whatever happened to be going on around me. Some videos attracted modest attention, others did better, and occasionally something happened that left me genuinely astonished. One morning, for example, I recorded a simple video explaining why dawn had become my favourite time of day in the Philippines. There was nothing particularly clever about it. I wasn&#8217;t trying to manufacture a viral moment or deliver some profound message about the meaning of life. I was simply sharing something I genuinely enjoyed. Yet that video attracted more than 100,000 views on Facebook, and my follower count climbed from around 400 to nearly 3,000 in a remarkably short space of time.</p><p>I remember looking at the numbers and wondering what on earth had happened. Here I was, a retired British bloke talking about the sunrise, and thousands of people apparently wanted to listen. It was encouraging, certainly, but it was also intriguing. Why had that particular video connected with so many people? Was it the subject, the simplicity, the setting or merely some mysterious combination of factors understood only by the people who design Facebook&#8217;s algorithms? I still don&#8217;t know, although I&#8217;m enjoying trying to find out. What I do know is that the experience challenged another of my assumptions: that people wouldn&#8217;t be interested in the everyday observations of someone like me.</p><p>I&#8217;ve also discovered TikTok Live, which has turned out to be one of the most enjoyable parts of the whole experiment. I can spend an hour chatting with people from different backgrounds, answering questions about life in the Philippines, discussing retirement and occasionally wandering into subjects that have absolutely nothing to do with either. What surprises me is how natural it feels. I&#8217;ve spent much of my career teaching, and one of the things I&#8217;ve always enjoyed is the interaction with students, the questions, the occasional disagreement and the satisfaction of seeing someone understand something they hadn&#8217;t understood before. A live social media session isn&#8217;t quite the same as teaching engineers how a flight simulator works, but there are similarities. You&#8217;re still communicating, listening, responding and trying to create an environment where people feel comfortable joining the conversation. And, rather unexpectedly, I find myself coming away from these sessions feeling energised, even if I&#8217;ve spent an hour doing most of the talking.</p><p>The commercial possibilities are also becoming more interesting. I haven&#8217;t suddenly developed an expectation that social media will make me wealthy, and I&#8217;m well aware that views and followers don&#8217;t automatically translate into income. But I can see how an audience might eventually support several different opportunities, whether through the platforms themselves, writing, partnerships or projects that grow naturally from the community. More importantly, I can see that this is something I enjoy doing and want to become better at. I&#8217;ve always liked a challenge, particularly one that involves learning unfamiliar skills and solving problems, and social media provides an apparently endless supply of both. At 63, I find the prospect of building something new from scratch rather appealing. The fact that I don&#8217;t fully understand what I&#8217;m doing yet is probably part of the attraction.</p><p>But there&#8217;s something about this new adventure that has made me smile, because I can see the possibility of falling into exactly the same trap that those van lifers helped me recognise in the first place. Social media is extraordinarily good at providing measurements of success. Every time you open an app, you&#8217;re presented with numbers telling you how many people watched, liked, shared or followed. It&#8217;s easy to become fascinated by those figures, particularly when they begin moving in the right direction. And once you start paying attention to them, there&#8217;s an obvious temptation to produce more of whatever generates the biggest response, regardless of whether it&#8217;s something you particularly enjoy or believe in.</p><p>I can understand why people do it. If you&#8217;re hoping to earn money from social media, ignoring what attracts an audience would be rather foolish. But I don&#8217;t particularly want to spend my retirement performing increasingly ridiculous stunts simply because an algorithm rewards them. I&#8217;ve nothing against people who enjoy that sort of thing, and if someone can make a good living dancing on the pavement, good luck to them. I just don&#8217;t think it&#8217;s me. What concerns me is the possibility of exchanging one externally imposed definition of success for another. Having spent years questioning whether money, property and professional status were the right measures of a successful life, it would be rather ironic to start measuring my worth entirely in followers and video views.</p><p>And that brings me to something I&#8217;ve only recently begun to understand about what I actually want from this experiment. Yes, I&#8217;d like to earn money, and I&#8217;m not remotely embarrassed to admit it. Yes, I&#8217;d like my audience to grow, because without an audience there&#8217;s not much prospect of turning this into a sustainable venture. But I don&#8217;t simply want to collect followers in the way I once collected other measures of achievement. I&#8217;d like to build a community of people who are interested in life, change, opportunity and the possibility that there might be different ways of doing things. People who enjoy a good conversation, are willing to share their experiences and don&#8217;t feel obliged to agree with everything I say. In fact, I rather hope they won&#8217;t, because some of the most interesting things I&#8217;ve learned over the years have come from people who challenged my thinking.</p><p>Which is rather neatly where this whole story began.</p><p>When I first started watching those van conversions, I thought I was watching people who might teach me something about clever engineering solutions. Instead, I discovered people who had something much more interesting to communicate. They weren&#8217;t necessarily experts, and they certainly didn&#8217;t have all the answers, but they were prepared to question assumptions, make choices and share their experiences honestly with anyone who cared to listen. I admired that, and I learned from it. The fact that many were young and relatively inexperienced only made the lesson more valuable, because it reminded me that wisdom doesn&#8217;t come with an age certificate and that being reasonably intelligent doesn&#8217;t make you immune to getting important things wrong.</p><p>Now I find myself on the other side of the screen, sharing my own projects, mistakes, discoveries and occasional moments of reflection. Perhaps somebody will watch one of my house-building videos because they&#8217;re interested in the construction techniques, just as I was interested in those van conversions. Perhaps they&#8217;ll stay because something I say resonates with an experience of their own. Perhaps they&#8217;ll disagree with me completely, which might turn out to be useful for both of us. Or perhaps they&#8217;ll simply enjoy seeing what life looks like for a British retiree in the Philippines and move on to the next video. I&#8217;m perfectly happy with any of those possibilities.</p><p>What I hope, though, is that somewhere among the videos, conversations and inevitable experiments with social media, I might occasionally have something worthwhile to contribute. Not because I&#8217;ve reached an age where I possess some special understanding of life, but because I&#8217;ve lived long enough to accumulate a few experiences and remained curious enough to recognise that there&#8217;s still an enormous amount I don&#8217;t know. If a handful of young people building vans could make me reconsider assumptions I&#8217;d carried for decades, then perhaps sharing our experiences more openly isn&#8217;t such a frivolous activity after all.</p><p>There&#8217;s a certain irony in the fact that I began this journey watching other people use social media to help finance a life they&#8217;d chosen, and now I&#8217;m attempting to do much the same thing myself. The circumstances are different, of course. They were building mobile homes and heading off in search of adventure; I&#8217;m building a rather less mobile home in the Philippines and trying to persuade myself that retirement doesn&#8217;t necessarily require a rocking chair. But the underlying idea is remarkably similar. I&#8217;ve decided how I want to spend the next chapter of my life, and I&#8217;m exploring ways of making that choice sustainable while doing something I genuinely enjoy.</p><p>So here I am, 63 years old, living in the Philippines, building a house, learning how to make videos, meeting people from all over the world and discovering that life still has plenty of unexpected challenges to offer. None of this was part of some carefully constructed retirement plan, and I&#8217;m certainly not claiming to know where it will lead. But I&#8217;m enjoying finding out, and perhaps that&#8217;s enough for now.</p><p>I still haven&#8217;t quite decided whether I should thank those young van lifers for turning my thinking upside down or blame them for giving me yet another project to occupy my retirement. What I do know is that I started watching because I was interested in what they were building, and I stayed because I discovered they had something worth saying.</p><p>I&#8217;m very glad I listened.</p><p>And now, somewhat unexpectedly, I find myself hoping that someone might listen to me.</p><div><hr></div><p><em>I&#8217;m curious: have you ever stumbled across someone online who made you question something you&#8217;d always taken for granted? Perhaps someone younger, less experienced or living a completely different sort of life? I&#8217;d love to hear about it in the comments. I suspect we all have rather more to learn from one another than we sometimes realise.</em></p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[I Didn’t Know I Was Lonely Until I Wasn’t]]></title><description><![CDATA[I moved halfway around the world looking for freedom. I never expected to discover something I'd been missing for most of my life.]]></description><link>https://ianasimon.substack.com/p/i-didnt-know-i-was-lonely-until-i</link><guid isPermaLink="false">https://ianasimon.substack.com/p/i-didnt-know-i-was-lonely-until-i</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sat, 17 Oct 2026 20:36:57 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!B-pL!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!B-pL!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!B-pL!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg 424w, https://substackcdn.com/image/fetch/$s_!B-pL!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg 848w, https://substackcdn.com/image/fetch/$s_!B-pL!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!B-pL!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!B-pL!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg" width="1200" height="1600" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/fad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:1600,&quot;width&quot;:1200,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:183407,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/220904970?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!B-pL!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg 424w, https://substackcdn.com/image/fetch/$s_!B-pL!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg 848w, https://substackcdn.com/image/fetch/$s_!B-pL!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!B-pL!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffad20180-a335-4e7d-bf4d-bcb5e52a6896_1200x1600.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>I&#8217;m sitting in Macau as I write this, having escaped mainland China for the weekend. I&#8217;m currently working in Zhuhai, teaching flight simulator engineers, and I&#8217;ve come across the border partly for immigration reasons and partly because I wanted to reconnect with the outside world. Internet access in China is, shall we say, a little different from what I&#8217;m accustomed to. Facebook and Instagram are inaccessible through normal connections, WhatsApp is unreliable, and even having a conversation with ChatGPT has become something of an expedition. It&#8217;s a strange feeling, being surrounded by millions of people and yet feeling disconnected from the world you&#8217;ve left behind.</p><p>But what surprised me wasn&#8217;t simply how much I&#8217;d missed the internet. It was <em>what</em> I&#8217;d missed about it.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>A couple of months ago, at the age of 63, I packed up my life in Britain and moved to the Philippines. I&#8217;d spent years working internationally, mostly in aviation, and I&#8217;d reached a point where I wanted something different. Not necessarily to stop working altogether, because I&#8217;ve never been particularly good at sitting still, but to start living on my own terms. I&#8217;ve bought land, I&#8217;m building a house, developing a small business, writing, and generally trying to create a life that feels more like mine. Along the way, I started sharing the experience on social media. Nothing particularly sophisticated. Just me, my phone, and whatever happened to be going through my head at the time.</p><p>To my considerable surprise, people started watching.</p><p>Then they started commenting. Then they started following. And before I quite understood what was happening, I found myself with a growing little community of people who seemed genuinely interested in what I was doing. Some were already living in the Philippines, some were planning to move, and others were simply wondering whether they had the courage to make a significant change in their own lives. They offered advice, encouragement, occasionally criticism, and quite often shared their own experiences. I found myself looking forward to those conversations.</p><p>Then I came to China and, almost overnight, most of those conversations stopped.</p><p>And that&#8217;s when I began to realise something about myself.</p><h2>A lifetime of being surrounded by people</h2><p>I&#8217;ve spent much of my adult life travelling. During my RAF years, in business, and later as a technical instructor, I&#8217;ve met people from all sorts of countries, cultures and backgrounds. I&#8217;ve worked in environments where the pressure was enormous, where mistakes mattered, and where the people around you needed to know what they were doing. I&#8217;ve taught engineers, solved problems, built businesses, lost businesses, and started again more times than I care to count.</p><p>You would think that a life like that would produce a fairly extensive collection of friends.</p><p>It hasn&#8217;t.</p><p>I&#8217;ve known thousands of people, but I&#8217;ve had surprisingly few close friendships. For years, I never really questioned it. It was simply how life worked. I&#8217;d arrive somewhere, get to know people, do whatever I&#8217;d been sent there to do, and eventually move on. Sometimes I&#8217;d stay in touch for a while, but inevitably life would intervene, and those relationships would gradually fade away.</p><p>There was another problem, though, and this is the part I&#8217;ve only recently started to understand.</p><p>I often struggled to feel that I was on the same wavelength as the people around me.</p><p>That probably sounds terribly arrogant, and I don&#8217;t mean it that way. I&#8217;ve simply had a rather unusual collection of experiences. I&#8217;ve lived in different countries, run a business employing more than a hundred people, experienced considerable financial success and equally considerable failure, and spent years dealing with technical problems that most people would find utterly incomprehensible. None of that makes me better than anyone else. But it does mean that my perspective on certain things can be rather different.</p><p>Occasionally, someone would raise a subject about which I happened to have direct experience. I&#8217;d contribute to the conversation, perhaps explain something I&#8217;d encountered, and suddenly I&#8217;d become conscious that I was coming across as the bloke who knew everything.</p><p>Nobody particularly enjoys the company of a know-it-all. Least of all an actual know-it-all, I suspect.</p><p>So I learnt to hold back. Sometimes I&#8217;d say very little. Sometimes I&#8217;d avoid explaining something because it would require too much background. And sometimes I&#8217;d simply accept that the person I was talking to couldn&#8217;t really see where I was coming from.</p><p>Over time, that became normal.</p><p>Looking back, I think I was lonely.</p><p>The strange thing is that I didn&#8217;t know it.</p><h2>The one place I always felt comfortable</h2><p>There was, however, one environment where I never experienced that difficulty.</p><p>The classroom.</p><p>I&#8217;ve spent many years teaching technical subjects, often to engineers whose first language isn&#8217;t English. In fact, I&#8217;m doing exactly that here in China at the moment. On the first day of this particular course, I was slightly concerned because the students&#8217; English was considerably weaker than I&#8217;d anticipated. But they&#8217;re a lovely group, they&#8217;re working hard, and we&#8217;re making excellent progress.</p><p>And I love it.</p><p>I&#8217;ve always loved teaching. Not simply because I enjoy explaining technical subjects, although I do, but because I enjoy the interaction with people. A good classroom isn&#8217;t a place where one person talks and everyone else listens. It&#8217;s a place where people participate, ask questions, make mistakes, laugh occasionally, and gradually develop their understanding.</p><p>Over the years, I&#8217;ve learnt a few techniques for making that happen.</p><p>When someone offers an answer, even if it&#8217;s completely wrong, I try to find something in it worth exploring. When someone is hesitant, I encourage them. When a student makes a contribution, I acknowledge it. I rarely close a conversation completely because I want people to feel they can come back with another thought, another question, or a different perspective.</p><p>And perhaps most importantly, I try to create an atmosphere where nobody feels foolish for participating.</p><p>It&#8217;s not always easy. Occasionally someone decides to be difficult, and I&#8217;ve developed a few techniques for dealing with that too. But generally, if you establish the right atmosphere early enough, the group begins to regulate itself. People understand what&#8217;s acceptable, and someone introducing unnecessary negativity tends to stand out rather badly.</p><p>What I&#8217;ve come to realise is that the classroom has always been one of the few places where I feel completely comfortable socially.</p><p>People come to me because they want to learn something. I welcome them, encourage them, and do my best to make the experience worthwhile. I don&#8217;t have to worry about whether I&#8217;m dominating the conversation or sounding like a know-it-all. I&#8217;m there to contribute, and so are they.</p><p>It&#8217;s an environment in which I can simply be myself.</p><p>And, rather unexpectedly, I&#8217;ve discovered another one.</p><h2>An unlikely community on TikTok</h2><p>If you&#8217;d told me a few years ago that I&#8217;d be spending an hour chatting to strangers on TikTok, I&#8217;d probably have suggested you needed to get out more.</p><p>Yet here we are.</p><p>I&#8217;ve started doing regular live sessions, usually for about an hour, and I thoroughly enjoy them. I don&#8217;t prepare a script or have a particular agenda. I simply start talking, ask people questions, respond to their comments, and let the conversation develop.</p><p>I don&#8217;t invite people onto the screen. They type, I read, and we talk.</p><p>Sometimes someone asks about retirement in the Philippines. Sometimes they want to know about my house, my finances, or why I decided to move here at 63. Occasionally someone tells me about their own life, their ambitions, or the things holding them back.</p><p>And I find myself doing exactly what I&#8217;ve always done in the classroom.</p><p>I encourage people. I take an interest in their answers. I leave conversations open. If someone contributes something interesting, I explore it. If someone is a little hesitant, I try to draw them out. When somebody follows me or joins the little fan community, I thank them warmly. I don&#8217;t spend the hour begging people to follow. I simply appreciate those who choose to.</p><p>During my latest session, 157 people followed me in an hour.</p><p>That&#8217;s a rather extraordinary number when you think about it. But the number itself isn&#8217;t what matters most to me.</p><p>It&#8217;s the conversations.</p><p>I&#8217;m beginning to recognise people who return regularly. Some share their experiences, some offer encouragement, and some just pop in to say hello. There are some genuinely lovely people among them, and I&#8217;m starting to feel as though I know them.</p><p>Which is why being cut off from social media in China has felt rather more significant than I expected.</p><p>I&#8217;ve missed them.</p><p>And I realise that probably sounds slightly ridiculous coming from a 63-year-old man who&#8217;s spent much of his life being perfectly comfortable in his own company.</p><p>But there it is.</p><h2>Perhaps I&#8217;ve been looking for the wrong kind of connection</h2><p>I&#8217;ve been thinking about why these online conversations feel so comfortable when ordinary social situations have often felt difficult.</p><p>I think part of the answer is that we don&#8217;t need to understand every aspect of one another&#8217;s lives to make a connection.</p><p>Someone watching my videos might never have worked in aviation, travelled internationally, run a business, or experienced the things I&#8217;ve experienced. But perhaps they&#8217;ve reached a point in their life where they&#8217;re wondering whether they should make a change. Perhaps they&#8217;ve retired and discovered that retirement isn&#8217;t quite what they expected. Perhaps they&#8217;re simply curious about what happens when someone decides to start again at 63.</p><p>We have something in common.</p><p>And sometimes that&#8217;s enough.</p><p>There&#8217;s no need to explain my entire history. No need to establish credentials or justify my perspective. We can simply talk about the thing that brought us together.</p><p>I&#8217;m discovering something similar, although in a different way, in the Philippines.</p><p>My Christian faith gives me a connection with people in my local community. We share beliefs, values and a sense of purpose. But our life experiences can be worlds apart. Some of the people I&#8217;ve met have never travelled as far as Manila, let alone London. And because I&#8217;m a foreigner, there can sometimes be assumptions about wealth, status or education that make ordinary relationships a little more complicated.</p><p>I don&#8217;t resent that. It&#8217;s simply another part of adapting to a different culture.</p><p>I&#8217;m beginning to understand that integration will take time. I can&#8217;t expect to arrive in a new country and immediately feel that I belong. Relationships need to develop, trust needs to be established, and perhaps I need to learn to approach people differently.</p><p>For much of my life, I&#8217;ve been the person who arrives, contributes something, and eventually leaves.</p><p>Now I&#8217;m trying to become the person who stays.</p><p>That&#8217;s quite a change in mindset.</p><h2>There&#8217;s another uncomfortable thought</h2><p>During a conversation about all this, something occurred to me that I haven&#8217;t quite finished processing.</p><p>In the classroom and on TikTok, I&#8217;m usually the person guiding the interaction.</p><p>I&#8217;m the one asking questions, encouraging people, keeping the conversation moving and making sure everyone feels welcome. I enjoy doing it, and I think I&#8217;m reasonably good at it after all these years.</p><p>But there&#8217;s a difference between making other people feel welcome and allowing yourself to be genuinely known.</p><p>In those environments, I have a role. I know what I&#8217;m doing. I can draw on decades of experience to manage the conversation, even when it becomes difficult.</p><p>Friendship is rather less structured.</p><p>You can&#8217;t always be the instructor. You can&#8217;t always be the person who has the answers, encourages everyone else, or keeps the room entertained. Sometimes you have to be the person who doesn&#8217;t know what to say. Sometimes you need to allow someone else to take the lead. Sometimes you have to let people see the parts of your life that aren&#8217;t particularly impressive.</p><p>And I wonder whether I&#8217;ve been very good at that.</p><p>I don&#8217;t know the answer yet.</p><p>But I think it&#8217;s a question worth asking.</p><h2>The strange business of starting again</h2><p>When I decided to retire early to the Philippines, I thought I had a reasonably clear understanding of what I wanted.</p><p>I wanted peace. I wanted freedom from the constant demands of conventional employment. I wanted to build my own house, write, develop a few projects, deepen my faith and perhaps do something useful for the community around me.</p><p>I still want all those things.</p><p>But I&#8217;m beginning to realise that there&#8217;s another element I hadn&#8217;t properly considered.</p><p>Belonging.</p><p>Not necessarily belonging to a particular organisation, profession or social group. Just the feeling that there are people who are pleased to see you, interested in what you&#8217;re doing, and happy to spend a little time in your company.</p><p>Perhaps I&#8217;ve underestimated how important that is.</p><p>One of the ideas I&#8217;ve written about before is that we should choose the weight we want to carry. Life will always involve responsibilities, commitments and difficulties. The objective isn&#8217;t necessarily to eliminate them, but to make sure we&#8217;re carrying the ones that matter to us.</p><p>An hour teaching a difficult technical subject can leave me exhausted. So can an hour on TikTok Live. Both require me to inject energy into a group, think constantly, respond to people and keep the interaction alive.</p><p>Yet I finish feeling energised as well as tired.</p><p>It&#8217;s a peculiar combination, but I think I understand it now.</p><p>I&#8217;m spending energy on something that gives me something meaningful in return.</p><p>Perhaps that&#8217;s what I&#8217;ve been looking for all along.</p><h2>Maybe retirement is about more than freedom</h2><p>I came to the Philippines believing that I was beginning a new chapter of my life. I expected challenges, surprises, occasional disasters and, hopefully, rather more successes than failures.</p><p>What I didn&#8217;t expect was to start questioning things I&#8217;d accepted about myself for decades.</p><p>I thought I was simply someone who enjoyed his own company. Someone who didn&#8217;t particularly need a large circle of friends. Someone whose unusual working life had made conventional friendships difficult, but who was perfectly content with that arrangement.</p><p>Perhaps some of that is true.</p><p>But perhaps I&#8217;ve also spent a very long time adapting to loneliness without recognising it for what it was.</p><p>And now, rather unexpectedly, I&#8217;m discovering how much I enjoy being part of a community.</p><p>It&#8217;s an online community at the moment, and I&#8217;m realistic about what that means. Not everyone who follows me is going to become a friend. Not every pleasant conversation represents a deep relationship. And I still have a great deal to learn about building lasting friendships in the place I&#8217;ve chosen to call home.</p><p>But something has changed.</p><p>I&#8217;ve started to recognise what genuine connection feels like, and I&#8217;ve discovered that I want more of it.</p><p>I don&#8217;t think that&#8217;s a bad discovery to make at 63.</p><p>In fact, I think it&#8217;s rather encouraging.</p><p>One of the reasons I moved halfway around the world was because I believed there was still time to create a different life. I didn&#8217;t want to spend the next twenty years simply repeating the previous twenty because it was familiar and comfortable.</p><p>I wanted to see what else was possible.</p><p>And perhaps that&#8217;s the most surprising thing about this whole adventure.</p><p>I thought I was going to build a house, establish a business and enjoy a quieter life in the tropics.</p><p>Instead, somewhere between a classroom in China, a half-finished house in Mindanao and a collection of strangers on TikTok, I&#8217;m beginning to discover parts of myself I hadn&#8217;t properly understood.</p><p>I don&#8217;t have a neat conclusion to offer. I&#8217;m still working through it.</p><p>But I do have one thought.</p><p><strong>Sometimes we become so accustomed to the life we&#8217;re living that we stop questioning whether it&#8217;s giving us what we actually need.</strong></p><p>It takes a change of circumstances to reveal what&#8217;s been missing.</p><p>For me, that change involved moving halfway around the world at 63.</p><p>A rather drastic way of discovering that I might have been lonely, I admit.</p><p>But then, I&#8217;ve never been particularly good at doing things by halves.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[What a Silly Little Phone Game Is Teaching Me About Life, Retirement and Faith]]></title><description><![CDATA[I moved halfway around the world at 63 to start a new chapter of my life. I didn't expect some of the most useful lessons to come from a screen full of arrows.]]></description><link>https://ianasimon.substack.com/p/what-a-silly-little-phone-game-is</link><guid isPermaLink="false">https://ianasimon.substack.com/p/what-a-silly-little-phone-game-is</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Thu, 08 Oct 2026 05:06:20 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!W4BP!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p></p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!W4BP!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!W4BP!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png 424w, https://substackcdn.com/image/fetch/$s_!W4BP!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png 848w, https://substackcdn.com/image/fetch/$s_!W4BP!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png 1272w, https://substackcdn.com/image/fetch/$s_!W4BP!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!W4BP!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png" width="1672" height="941" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:&quot;normal&quot;,&quot;height&quot;:941,&quot;width&quot;:1672,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2208191,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:null,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!W4BP!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png 424w, https://substackcdn.com/image/fetch/$s_!W4BP!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png 848w, https://substackcdn.com/image/fetch/$s_!W4BP!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png 1272w, https://substackcdn.com/image/fetch/$s_!W4BP!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1718f9c1-a2ee-46c9-805b-63273b81d91a_1672x941.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p></p><p>I have a confession to make. At the age of 63, having spent much of my working life in engineering, running businesses, raising a family and generally trying to make sense of the world, I have developed a rather embarrassing addiction to a mobile phone game. It's called Arrows, and if you've never played it, the principle is ridiculously simple. The screen is filled with arrows pointing in different directions. You tap one, and if nothing is blocking its path, it shoots off the screen. If it hits another arrow, you lose a life. Clear all the arrows and you move on to the next level. That's it. Hardly the sort of intellectual pursuit I'd be inclined to mention on my CV.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:null,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p><p>And yet, over the past few weeks, this silly little game has been teaching me some rather interesting things about life.</p><p>To understand why, I probably need to explain a little about where I am at the moment. Earlier this year, at 63, I decided to retire early, leave the UK and move halfway around the world to the Philippines. It wasn't an impulsive decision. I'd spent a long time thinking about what I wanted the next chapter of my life to look like, and eventually came to the conclusion that I didn't particularly want to spend the remainder of my working years doing more of what I'd already been doing. I wanted something different. A simpler life, a warmer climate, the freedom to build things, write, explore and perhaps find a little more purpose in the everyday.</p><p>And I don't regret that decision for a moment.</p><p>But here's something they don't tell you about making a major life change. Just because you've made the decision doesn't mean everything suddenly falls neatly into place. Quite the opposite, in fact. You remove one enormous uncertainty &#8212; whether or not you're going to make the change &#8212; and replace it with about fifty smaller ones.</p><p>I'm currently building a house, establishing a business, exploring new opportunities and trying to put together a life that is both financially sustainable and personally fulfilling. There are days when everything seems to be moving forward beautifully, and others when absolutely nothing happens because I'm waiting for somebody else to do something. There are bills to pay, decisions to make, plans that change and opportunities that appear out of nowhere. Some days I feel like I've got everything under control. On others, I'm reminded that control is largely an illusion.</p><p>My problem is that I have an engineer's brain. I like to understand things. I like to see how the pieces fit together, identify the problems and work out the solutions. Give me a complicated technical system and I'm quite happy spending hours understanding it. Unfortunately, life doesn't come with a wiring diagram, and the older I get, the more convinced I become that whoever designed the system forgot to include the troubleshooting manual.</p><p>So, to give my brain a rest from all this thinking, I started playing Arrows.</p><p>Which, as it turns out, might have been one of the more useful things I've done recently.</p><p>The first lesson came from something that happens constantly in the game. You'll look at a particular arrow and know perfectly well that it cannot move. There's another arrow blocking its path. You look at it again a few moves later, and it's still blocked. After a while, you stop even considering it. You've mentally filed it away under 'impossible' and moved on.</p><p>Then something changes.</p><p>Another arrow disappears, perhaps somewhere else on the board, and suddenly the arrow you've dismissed ten times has a completely clear path. Nothing about the arrow itself has changed. It's still pointing in the same direction, sitting in exactly the same place. What has changed are the circumstances around it.</p><p>I sat there one evening thinking about how often we do exactly the same thing in life.</p><p>We decide something isn't possible, perhaps because we tried it once and it didn't work, or because the circumstances at the time made it impractical. Then we carry that conclusion around with us for years, rarely bothering to examine it again. We forget that circumstances change. People change. Opportunities change. Sometimes the obstacle that prevented us from doing something five years ago has quietly disappeared, but we're still behaving as though it's there.</p><p>I wonder how many opportunities I've missed over the years simply because I never bothered to look at them again.</p><p>It's particularly relevant to my current situation. There are things I'm trying to achieve here in the Philippines that aren't possible today. Some depend on other people, some on money, some on approvals or circumstances beyond my control. My natural instinct is to keep pushing, keep asking questions and keep trying to force things forward. But perhaps the better approach is sometimes to leave that particular arrow alone for a while and concentrate on something else.</p><p>Because the board is constantly changing.</p><p>Then there are the little arrows.</p><p>Now, if you've played the game, you'll know exactly what I mean. You're studying the screen, concentrating on the bigger arrows and trying to work out the next move. You spot what looks like a perfectly clear path, tap the arrow and immediately lose a life because there's a tiny little arrow sitting somewhere you hadn't noticed.</p><p>I have developed a healthy dislike of those little arrows.</p><p>But there's a lesson there too. In life, we tend to concentrate on the big problems. The mortgage, the job, the business, the major decisions. We give them our attention because they're obviously important. Meanwhile, the little things sit quietly in the background, apparently insignificant, until one of them catches us out.</p><p>An overlooked detail. A small misunderstanding. A bill we forgot about. Something we assumed would take care of itself.</p><p>I've had enough experience in business and life to know that it's not always the enormous problems that cause the most damage. Sometimes it's something relatively minor that we failed to notice because we were too busy looking at everything else.</p><p>And then, just when you think you've got the hang of things, the game throws in an arrow that's a different colour.</p><p>These are particularly sneaky. They don't stand out in quite the same way as the others. Your eyes become accustomed to the normal pattern, and these differently coloured arrows seem to fade into the background. You know they're there, technically speaking, but somehow your brain doesn't give them the same attention.</p><p>Until you hit one.</p><p>That made me think about how much of our lives we spend seeing what we expect to see rather than what's actually in front of us. We become familiar with our surroundings, our routines, our relationships and our assumptions. We stop examining them properly because we think we already understand them. Sometimes the things that deserve our attention are the very things we've become accustomed to overlooking.</p><p>There's another particularly irritating feature of the game. Occasionally, an arrow will be lurking right at the edge of the screen, almost out of sight. You tap another arrow, convinced it has a clear route to freedom, only to discover that something you hadn't properly accounted for is sitting just beyond your attention.</p><p>Another life lost.</p><p>Life has its fair share of those too. We make decisions based on the information we have, but there's nearly always something happening at the edges that we haven't considered. An unexpected expense, a change in somebody else's circumstances, a problem that wasn't visible when we made the original decision.</p><p>Of course, you can't spend your entire life worrying about what might be lurking around the corner. If you did, you'd never do anything. But there's a difference between recognising that we don't know everything and pretending that we do.</p><p>I suspect I've become a little more comfortable with that distinction since moving here.</p><p>But perhaps the most important lesson I've discovered is also the simplest.</p><p>As long as you're successfully moving arrows, you're making progress.</p><p>You might not be moving the arrow you originally wanted to move. You might not understand how the move you've just made is going to help with the rest of the puzzle. You might even be working on a completely different part of the screen from the one that's giving you trouble.</p><p>But every arrow you successfully remove changes the situation. There are fewer obstacles than there were before, and new possibilities begin to appear.</p><p>I find that thought enormously reassuring.</p><p>Because one of the difficulties with early retirement, particularly when you're trying to create an entirely new life, is that there isn't a clearly defined route forward. In my previous working life, there were projects, schedules, deadlines and objectives. I knew what I was supposed to be doing, even if I occasionally disagreed with whoever had decided it.</p><p>Now I'm largely making it up as I go along.</p><p>Not entirely, of course. I have plans, ambitions and a reasonably good idea of where I want to end up. But there are so many moving parts that trying to work out the entire journey in advance would probably drive me mad.</p><p>And perhaps that's where I've been going wrong.</p><p>I've been looking at the whole board, trying to understand how everything fits together, when perhaps I should simply be looking for the next arrow that can move.</p><p>That doesn't mean being busy for the sake of being busy. I've done enough of that in my lifetime. Activity and progress are not necessarily the same thing. But there is something to be said for recognising the things you can genuinely move forward, even when other parts of your life are temporarily stuck.</p><p>If the business is waiting for an approval, perhaps I can work on the house. If the house is waiting for materials, perhaps I can write. If an opportunity isn't ready, perhaps there's another one worth exploring.</p><p>I don't have to solve everything today.</p><p>And that brings me to something I hadn't expected to find in a mobile phone game.</p><p>My faith has always been important to me, although I don't pretend to have all the answers when it comes to understanding how God works in our lives. In fact, the older I get, the more comfortable I become with admitting how little I really understand.</p><p>Over the past few months, I've spent quite a lot of time praying for guidance. Not necessarily asking God to make everything easy, because I don't think that's how life works, but asking for clarity, wisdom and the ability to recognise the right opportunities when they appear.</p><p>I've also been asking for a little peace of mind.</p><p>Moving to the Philippines was a deliberate choice, and one I'm very happy with, but that doesn't mean there aren't moments of uncertainty. There are times when my mind seems determined to examine every possible outcome of every possible decision, usually at about three o'clock in the morning when there isn't much I can do about any of them.</p><p>So I started playing a little game to quieten the noise.</p><p>And now I find myself wondering whether that was entirely accidental.</p><p>I'm not suggesting that God has suddenly entered the mobile gaming industry, although I suppose stranger things have happened. Nor am I claiming that every arrow I tap is some form of divine instruction. I think we need to be a little careful about finding messages in absolutely everything.</p><p>But I do believe that God can teach us through ordinary experiences, and that sometimes the most useful lessons arrive in forms we would never have thought to look for.</p><p>Perhaps this game was simply something I stumbled across at the right time. Perhaps it was a small answer to a prayer I hadn't even realised I was making. I don't know, and I'm perfectly comfortable leaving that question open.</p><p>What I do know is that it has helped me think differently about the uncertainty I'm currently experiencing.</p><p>I've spent much of my life believing that the best way to approach a problem is to understand it completely before acting. That's a useful approach when you're maintaining a flight simulator. It's rather less practical when you're trying to build an entirely new life, because you simply don't have all the information.</p><p>Sometimes you have to act on what you know, accept what you don't, and trust that the next part of the path will become clearer as you move forward.</p><p>There's a passage in Proverbs that says, 'Trust in the Lord with all thine heart; and lean not unto thine own understanding.' I've known those words for years. But knowing something intellectually and actually living it are two rather different things.</p><p>Perhaps that's another arrow I'm slowly learning to move.</p><p>And there's one final lesson here, one that goes beyond the game itself.</p><p>I think life is teaching us things all the time, but we're often too busy looking for something important to notice.</p><p>We tend to imagine that meaningful lessons come from major experiences. A successful career, a failed business, the loss of someone we love, a book that changes our thinking, or some great moment of personal revelation. And of course, those experiences can teach us a great deal.</p><p>But why should learning be confined to the big moments?</p><p>Since arriving in the Philippines, I've been surprised by how much I'm discovering simply by paying attention to ordinary life. The quiet beauty of dawn, the conversations I have with people, the challenges of building a house, the different pace of life and the way my own priorities are gradually changing.</p><p>Perhaps one of the greatest gifts of stepping away from full-time employment has been the opportunity to notice things again.</p><p>I'm no longer rushing from one obligation to another quite so relentlessly. I have time to sit, observe, think and occasionally ask myself why something has caught my attention.</p><p>And sometimes, apparently, that something is a ridiculous collection of arrows on a telephone screen.</p><p>I find that rather encouraging. Because it suggests that learning doesn't have to stop when we retire. In fact, perhaps this is when some of the most interesting learning begins. Not because we've suddenly become wiser, but because we finally have the time and space to recognise how much there still is to discover.</p><p>I came to the Philippines hoping to build a different kind of life. I wanted more freedom, more purpose and a little more peace. I knew there would be challenges, but I also knew that staying where I was simply because it was familiar wasn't the answer.</p><p>What I'm discovering is that making the decision to change your life is only the beginning. The real work comes afterwards, when you have to learn how to live with the uncertainty that follows.</p><p>And perhaps I don't need to understand the entire puzzle.</p><p>Perhaps I don't need to know exactly how every business opportunity will develop, when every project will be completed or what my life will look like five years from now.</p><p>Perhaps I just need to keep paying attention, recognise when circumstances change, watch out for the little things and move the arrows that are ready to move.</p><p>The rest will become clearer in time.</p><p>So there you have it. Sixty-three years on this planet, a career in engineering, a few businesses, some spectacular mistakes and a decision to move halfway around the world in search of a different life.</p><p>And apparently, God may still have a few things to teach me through a silly little game on my phone.</p><p>I suppose I shouldn't be surprised.</p><p>After all, I've always believed that life is full of lessons.</p><p>I just didn't expect quite so many of them to have arrows attached.</p>]]></content:encoded></item><item><title><![CDATA[Dawn Has Become My Favourite Time in the Philippines]]></title><description><![CDATA[I moved halfway around the world at 63. Now, before the heat, traffic and chaos begin, I&#8217;m discovering that every Philippine sunrise tells a different story.]]></description><link>https://ianasimon.substack.com/p/dawn-has-become-my-favourite-time</link><guid isPermaLink="false">https://ianasimon.substack.com/p/dawn-has-become-my-favourite-time</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sun, 04 Oct 2026 00:42:11 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!20kh!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!20kh!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!20kh!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg 424w, https://substackcdn.com/image/fetch/$s_!20kh!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg 848w, https://substackcdn.com/image/fetch/$s_!20kh!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!20kh!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!20kh!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg" width="1456" height="1941" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:1941,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:550149,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/218716825?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!20kh!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg 424w, https://substackcdn.com/image/fetch/$s_!20kh!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg 848w, https://substackcdn.com/image/fetch/$s_!20kh!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!20kh!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F7dd0b9fc-91bf-4463-9342-59fbe9f67d04_2448x3264.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em><strong>Dawn on Camiguin Island</strong></em></p><p>One of the slightly unexpected consequences of retiring to the Philippines at 63 is that I now seem to get up earlier than I did when I was working. There is clearly something wrong with this arrangement.</p><p>For most of my life, getting up early was something imposed upon me. There was a flight to catch, a simulator that needed fixing, a course to teach or, even worse, somebody had arranged an early meeting and apparently expected me to attend it. The alarm went off because it had to. Retirement, I assumed, would finally put an end to all that nonsense. I had visions of leisurely mornings and absolutely no interest in seeing anything beginning with a five on the clock unless I happened to still be awake from the night before.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>Instead, I regularly find myself awake before dawn. And I rather like it.</p><p>I&#8217;ve been living in the Philippines for a little over a month now, after deciding at 63 that it was time to do something rather dramatic with the next part of my life. I packed up what remained of my life in Britain, flew halfway around the world and settled in Northern Mindanao, near Cagayan de Oro. Since then I have started building a house, travelled around Mindanao, visited Surigao, taken a trip to Camiguin, got involved with the local community, wrestled with Filipino bureaucracy on several occasions and generally discovered that I knew considerably less about living in the Philippines than I thought I did.</p><p>That last bit probably shouldn&#8217;t have surprised me.</p><p>One of the things I am enjoying most about being here is that the Philippines keeps changing on me. Travel a relatively short distance and the whole character of the place can alter. Mountains appear where there weren&#8217;t any before. The sea changes colour. The vegetation changes. You cross to another island and somehow the pace feels different. Even the language being spoken around you can change. This is a country made up of thousands of islands spread across a large chunk of tropical sea, so perhaps I shouldn&#8217;t be surprised that there isn&#8217;t really one single version of the Philippines.</p><p>And dawn is exactly the same. There isn&#8217;t really one Philippine sunrise.</p><p>Where I am in Northern Mindanao, dawn often begins behind a mixture of hills, trees, houses and cloud. You don&#8217;t necessarily see a perfect orange ball emerging from the sea like something from a travel brochure. Instead, the light arrives gradually behind the landscape. The clouds start picking up colour, the silhouettes become trees and buildings again, and the world seems to wake up remarkably quickly. One minute it is properly dark and the next you are wondering whether somebody has found the main light switch.</p><p>That speed took me by surprise. Coming from Britain, I&#8217;m accustomed to dawn having a bit of a committee meeting before deciding whether to proceed. Particularly in winter, the sky can spend an extraordinary amount of time being various shades of grey before reluctantly admitting that another day has started. Here, because the Philippines sits much closer to the equator, twilight is considerably shorter. The sun meets the horizon at a steeper angle, so the transition from darkness to daylight happens quickly. Even through the year the change in the length of the day is much smaller than I was used to back home.</p><p>But move somewhere else in the Philippines and dawn changes again.</p><p>On an east-facing coast, particularly where you have an uninterrupted view towards the Philippine Sea or Pacific, the experience can be much more dramatic. There is nothing between you and that enormous eastern horizon except water. The first light can stretch across the sea before the sun itself appears, and then suddenly it breaks the horizon. The geography explains it: the eastern side of the archipelago faces the Philippine Sea and the Pacific, while the western side looks towards the West Philippine Sea and other enclosed waters.</p><p>Go to one of the smaller islands and it changes yet again.</p><p>Camiguin was a good example. It is a small volcanic island dominated by mountains, so depending on which side of the island you happen to be standing, your sunrise might be over open water, behind another piece of land or appearing around the shoulder of a volcano. Move a few kilometres and you have essentially rearranged the entire scenery.</p><p>That&#8217;s one of the things I&#8217;m beginning to understand about island life here. The compass matters.</p><p>We tend to say that somewhere has a beautiful sunrise or sunset as though the whole place sees the same thing. It doesn&#8217;t. On an island, the direction your beach, balcony or road faces can completely change the experience. Boracay is a particularly obvious example: its famous White Beach faces west and gets the classic sunsets, while Bulabog on the other side of the same narrow island faces east and gets the dawn. Same island. Same morning. Entirely different show.</p><p>Mountains complicate things further. A place may technically have sunrise at 5:30-something, but if there is a mountain between you and the eastern horizon, nobody has informed the mountain. You may be standing in cool shadow while somewhere only a few kilometres away the coast is already blazing with sunlight. Then the sun clears the ridge and the temperature seems to go up almost immediately.</p><p>And that is another thing I&#8217;ve learned.</p><p>Dawn is probably the gentlest part of the Philippine day.</p><p>The air is cooler. The roads are quieter. Dogs are wandering around conducting whatever important business dogs apparently have at five-thirty in the morning. Somewhere a rooster will almost certainly be announcing the arrival of daylight, although in my experience Filipino roosters have a fairly relaxed understanding of timekeeping and are equally happy to announce it at two in the morning.</p><p>People start appearing. Somebody opens a little sari-sari store. Motorcycles begin moving. You smell cooking from somewhere nearby. Then the sun gets higher, the heat starts building and the Philippines becomes the busy, noisy, slightly chaotic place that I am rapidly becoming very fond of.</p><p>But for perhaps half an hour beforehand, everything is different.</p><p>And increasingly, that is the part of the day I treasure.</p><p>There is something else going on here as well, although I didn&#8217;t recognise it immediately.</p><p>For much of my adult life, mornings represented obligation. They meant getting ready for whatever the world expected from me that day. Work, mortgages, responsibilities, businesses, deadlines, problems. Like most people, I became very good at getting on with it. You don&#8217;t spend every morning asking whether the life you are living is actually the life you want. You make coffee and carry on.</p><p>Now I sit outside in the Philippines before sunrise and there is often nowhere I have to be.</p><p>That is a surprisingly powerful feeling.</p><p>It doesn&#8217;t mean I have stopped working. Quite the opposite, actually. I seem to have retired into building a house, starting businesses, writing, travelling and becoming involved in more projects than is probably sensible for a retired man. Apparently I am not particularly good at retirement.</p><p>But the difference is that most of these things are now things I have chosen.</p><p>Perhaps that is why dawn has started to mean something different to me.</p><p>Everywhere I have travelled in the Philippines so far, it has looked different. Over mountains it is one thing. Across the sea it is another. On a small tropical island it can be spectacular. Back home in Mindanao it can simply be a few minutes sitting quietly with a cup of coffee watching the sky change behind the trees.</p><p>None of them are quite the same.</p><p>And maybe that is appropriate, because neither are my days anymore.</p><p>I came here at 63 because I had reached the point where I didn&#8217;t want the next ten or twenty years simply to be an extension of the previous ten or twenty. I wanted some uncertainty again. I wanted to build things. I wanted to travel. I wanted to write. I wanted to find out what happened if, instead of endlessly thinking about changing my life, I actually changed it.</p><p>So far the answer appears to involve rather more paperwork and concrete than I anticipated.</p><p>But it also involves mornings like these.</p><p>The Philippines still surprises me almost every day. Some surprises are wonderful. Some are confusing. A few involve standing in an office wondering why I apparently need another photocopy of something I have already photocopied three times.</p><p>But there are two things here that have been remarkably dependable.</p><p>The sun goes down in the evening.</p><p>And a few hours later, somewhere beyond a mountain, across the Pacific, behind a coconut tree or over the roof of somebody&#8217;s house, it comes back again.</p><p>These days I like to be awake to watch it.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div>]]></content:encoded></item><item><title><![CDATA[At 63, I Decided to Build My Own House]]></title><description><![CDATA[I&#8217;d already moved halfway across the world to retire in the Philippines. Apparently, that wasn&#8217;t quite enough of a life change.]]></description><link>https://ianasimon.substack.com/p/at-63-i-decided-to-build-my-own-house</link><guid isPermaLink="false">https://ianasimon.substack.com/p/at-63-i-decided-to-build-my-own-house</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Fri, 02 Oct 2026 07:31:11 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!BvZf!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>At 63 years old I decided to retire, leave Britain and move halfway around the world to the Philippines. You might reasonably think that was enough excitement for one year. Apparently I didn&#8217;t.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!BvZf!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!BvZf!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg 424w, https://substackcdn.com/image/fetch/$s_!BvZf!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg 848w, https://substackcdn.com/image/fetch/$s_!BvZf!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!BvZf!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!BvZf!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg" width="1080" height="1221" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:1221,&quot;width&quot;:1080,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:552925,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/218461886?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!BvZf!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg 424w, https://substackcdn.com/image/fetch/$s_!BvZf!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg 848w, https://substackcdn.com/image/fetch/$s_!BvZf!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!BvZf!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4ac016b2-9669-4e0b-bc92-4e3add6af9d5_1080x1221.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em><strong>The building work is progressing very well</strong></em></p><p>Because somewhere in amongst sorting visas, moving money around the world, learning that almost every administrative task in the Philippines requires at least three more pieces of paper than you currently possess, and generally trying to work out how life operates in a completely different country, I decided it would also be a good idea to build my own house.</p><p>To be fair, this wasn&#8217;t some sudden tropical brainstorm brought on by too much sunshine. Building my own home has been a dream of mine for years. I&#8217;ve always been a builder at heart. I like starting with nothing, working things out and eventually standing back and looking at something that exists because somebody decided to make it exist. I&#8217;ve done that with businesses, projects and various other parts of my life, but I&#8217;d never actually built my own house from the ground up.</p><p>So I bought some land in Manolo, just outside Cagayan de Oro, and decided that at 63 it was probably about time I stopped talking about doing it and actually did it.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>And these photographs are where we&#8217;ve got to.</p><p>A few weeks ago there wasn&#8217;t much here. Then came the foundations, concrete, hollow blocks, steel, sand, deliveries, builders and an impressive number of small expenses that individually look completely harmless but appear to reproduce when you&#8217;re not watching them.</p><p>Now, though, I can actually see my house.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!bahD!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!bahD!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg 424w, https://substackcdn.com/image/fetch/$s_!bahD!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg 848w, https://substackcdn.com/image/fetch/$s_!bahD!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!bahD!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg 1456w" sizes="auto, 100vw"><img src="https://substackcdn.com/image/fetch/$s_!bahD!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg" width="1080" height="1059" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:1059,&quot;width&quot;:1080,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:418652,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:true,&quot;topImage&quot;:false,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/218461886?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!bahD!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg 424w, https://substackcdn.com/image/fetch/$s_!bahD!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg 848w, https://substackcdn.com/image/fetch/$s_!bahD!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!bahD!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F4dac6514-9ffb-4c09-b318-bb10c8ae9422_1080x1059.jpeg 1456w" sizes="auto, 100vw" loading="lazy"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em><strong>I can actually see and feel what the building will be like</strong></em></p><p>The walls are taking shape and the roof structure is going up. You can walk through the space and begin to understand what it will eventually feel like. I can stand where the kitchen will be, look across what will become the living area and imagine opening the doors onto the deck in the morning with a cup of coffee.</p><p>That&#8217;s the bit I enjoy.</p><p>I&#8217;m deliberately not building a huge house. I&#8217;ve owned bigger houses before and discovered that one of the principal advantages of having lots of rooms is that you acquire lots of rooms you rarely enter but still have to maintain.</p><p>I don&#8217;t need that anymore.</p><p>This house is going to be simple. One main open space for living, cooking, eating, writing and sleeping, with an enclosed bathroom and a wrap-around deck outside. There will be a larger covered deck at the front because one thing I&#8217;m already learning about living in the Philippines is that the distinction between indoors and outdoors becomes rather less important when the temperature isn&#8217;t trying to kill you for six months of the year.</p><p>I can already picture myself sitting out there early in the morning, coffee in hand, laptop open, probably pretending I&#8217;m writing while actually staring at the view.</p><p>That&#8217;s the life I&#8217;m trying to build here.</p><p>And I think that&#8217;s the part of this story that matters more to me than the house itself.</p><p>When I decided to move to the Philippines, I wasn&#8217;t looking for a cheaper version of my old life in Britain. I could have done that much more easily without travelling halfway around the planet. I wanted to change the shape of my life. I wanted fewer things that I <em>had</em> to do and more things that I actually wanted to do. I wanted time to write, build things, travel, get involved in the community and occasionally sit somewhere beautiful doing absolutely nothing without feeling that I ought to be somewhere else.</p><p>The house is part of that decision.</p><p>There is something slightly strange about starting all this at 63. Society has a fairly well-established script for getting older. You work for decades, eventually retire and then gradually reduce the number of adventurous decisions you make until choosing a different brand of tea becomes an event.</p><p>I&#8217;ve apparently misplaced that script. Instead, I&#8217;ve moved to the Philippines, bought land and started building a house.</p><p>I&#8217;m not suggesting everybody should do the same. For a significant percentage of the population, moving to a tropical island nation and immediately becoming involved with builders would probably reduce rather than improve their quality of life. But I do think there&#8217;s a broader question hiding in all of this.</p><p>How many things do we spend years saying we&#8217;ll do <em>one day</em>?</p><p>I&#8217;ll travel one day. I&#8217;ll write the book one day. I&#8217;ll start the business one day. I&#8217;ll move somewhere different one day. I&#8217;ll build the house one day. The problem with &#8220;one day&#8221; is that it is remarkably patient. It will happily wait for you forever.</p><p>Eventually there has to be a point where you make a decision. For me, that point came at 63. So here I am. A British bloke living in the Philippines, watching a house that I&#8217;ve imagined for years slowly appearing on a piece of land in Northern Mindanao.</p><p>There&#8217;s still plenty to do. There will undoubtedly be problems, delays, unexpected costs and several moments when somebody explains something to me and I nod confidently despite understanding perhaps 40 percent of what has just been said.</p><p>That&#8217;s part of it.</p><p>But every few days I go back to the site and something else has changed. Another wall has appeared. More steel has gone up. The outline becomes clearer.</p><p>And somewhere amongst all the concrete, hollow blocks and receipts, a lifelong dream is quietly turning into a real house.</p><p>At 63.</p><p>Not a bad time to start.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[When a Sunset Starts Asking Questions]]></title><description><![CDATA[Sitting on a tropical Island]]></description><link>https://ianasimon.substack.com/p/when-a-sunset-starts-asking-questions</link><guid isPermaLink="false">https://ianasimon.substack.com/p/when-a-sunset-starts-asking-questions</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Wed, 30 Sep 2026 10:13:11 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!SmwW!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p></p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!SmwW!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!SmwW!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg 424w, https://substackcdn.com/image/fetch/$s_!SmwW!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg 848w, https://substackcdn.com/image/fetch/$s_!SmwW!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!SmwW!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!SmwW!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg" width="3060" height="4080" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:&quot;normal&quot;,&quot;height&quot;:4080,&quot;width&quot;:3060,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:3060792,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:null,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!SmwW!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg 424w, https://substackcdn.com/image/fetch/$s_!SmwW!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg 848w, https://substackcdn.com/image/fetch/$s_!SmwW!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!SmwW!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F8055a1da-14d0-4021-9a67-725945464e7b_3060x4080.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>Sometimes you don&#8217;t need another plan. You just need to decide whether the life you are living is still the life you want.</p><p>I&#8217;m sitting on Camiguin Island watching the sun disappear behind the mountains.</p><p>There are palm trees silhouetted against a sky that seems to be changing colour every few seconds. Pink becomes orange, orange becomes purple, and eventually the whole performance will disappear into darkness as though none of it happened. The sea is almost completely still. Nobody appears to be in much of a hurry.</p><p>And neither am I.</p><p>There is something about a sunset like this that makes you think. Not the forced sort of thinking where you sit down with a notebook and attempt to work out your five-year plan. I&#8217;ve done enough of that in my life. This is different. You simply sit there, look at something extraordinarily beautiful, and somewhere in the silence a rather uncomfortable question appears.</p><p>Am I actually living the life I want to live?</p><p>I think most of us become remarkably good at postponing that question.</p><p>We work. We pay bills. We deal with problems. We accumulate responsibilities. Monday becomes Friday, Friday becomes Monday again, and occasionally we squeeze a holiday into the middle of it all and call that living.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!i3ku!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!i3ku!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg 424w, https://substackcdn.com/image/fetch/$s_!i3ku!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg 848w, https://substackcdn.com/image/fetch/$s_!i3ku!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!i3ku!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg 1456w" sizes="auto, 100vw"><img src="https://substackcdn.com/image/fetch/$s_!i3ku!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg" width="2448" height="3264" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/f6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:&quot;normal&quot;,&quot;height&quot;:3264,&quot;width&quot;:2448,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:1700213,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:true,&quot;topImage&quot;:false,&quot;internalRedirect&quot;:null,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!i3ku!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg 424w, https://substackcdn.com/image/fetch/$s_!i3ku!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg 848w, https://substackcdn.com/image/fetch/$s_!i3ku!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!i3ku!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff6dfcd4d-c7d9-46b1-82e3-1698f00c3175_2448x3264.jpeg 1456w" sizes="auto, 100vw" loading="lazy"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>There is nothing necessarily wrong with any of it. That is important. I don&#8217;t believe everyone needs to sell everything, fly halfway around the world and retire to a tropical island. Apart from anything else, Camiguin would become unbearably crowded.</p><p>But I do think there comes a point when you have to be truthful with yourself.</p><p>That is what I call Decision One.</p><p>It isn&#8217;t deciding what you are going to change. It comes before that. It is the moment when you finally decide that something must change.</p><p>For years we can sit on the other side of that decision. We know something isn&#8217;t quite right, but it isn&#8217;t quite wrong enough either. Life is tolerable. The job is tolerable. The routine is tolerable. We tell ourselves that one day we&#8217;ll travel, one day we&#8217;ll write the book, one day we&#8217;ll build the house, one day we&#8217;ll have more time.</p><p>One day is remarkably patient. It will wait for you forever.</p><p>At 63, I eventually reached my Decision One.</p><p>And now I find myself sitting on a small tropical island in the Philippines, watching the sun set behind a volcano, while a house I have dreamed about building for years is taking shape back on Mindanao.</p><p>My life certainly isn&#8217;t perfect. I still have problems. I still have bureaucracy to deal with, bills to pay and decisions that occasionally make me wonder whether I have completely lost the plot.</p><p>But I feel alive.</p><p>Perhaps that is what this sunset is really making me think about.</p><p>Not whether everyone should change their life.</p><p>But whether you have reached the point where you need to change yours.</p><p>Maybe you haven't. Maybe the life you have is exactly where you should be right now.</p><p>But if that question keeps returning &#8212; quietly, persistently, usually when everything else goes silent &#8212; perhaps it deserves an answer.</p><p>You don't need to know what Decision Two is yet.</p><p>You just need to know whether you're ready to make Decision One.</p>]]></content:encoded></item><item><title><![CDATA[How far does a £1,000 Go in the Philippines?]]></title><description><![CDATA[Lifestyle choice is the deciding factor]]></description><link>https://ianasimon.substack.com/p/how-far-does-a-1000-go-in-the-philippines</link><guid isPermaLink="false">https://ianasimon.substack.com/p/how-far-does-a-1000-go-in-the-philippines</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Tue, 29 Sep 2026 01:22:41 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!qGNc!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>When I told people I was retiring early and moving to the Philippines, one of the questions that came up almost immediately was money.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!qGNc!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!qGNc!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg 424w, https://substackcdn.com/image/fetch/$s_!qGNc!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg 848w, https://substackcdn.com/image/fetch/$s_!qGNc!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!qGNc!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!qGNc!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg" width="3888" height="5184" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/ec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:&quot;normal&quot;,&quot;height&quot;:5184,&quot;width&quot;:3888,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2507868,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:null,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!qGNc!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg 424w, https://substackcdn.com/image/fetch/$s_!qGNc!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg 848w, https://substackcdn.com/image/fetch/$s_!qGNc!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!qGNc!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fec1afe47-4bb9-4b5f-8448-80a00f25080d_3888x5184.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>             Here I am on Mantigue island</p><p>How much does it actually cost to live there?</p><p>It sounds like a simple question. Unfortunately, it has roughly the same problem as asking, &#8220;How much does it cost to live in Britain?&#8221; You could rent a small flat in a quiet northern town, or you could decide that what your life really needs is a penthouse overlooking the Thames. Both answers would technically be correct, but they wouldn&#8217;t be terribly useful.</p><p>The Philippines is exactly the same. You can come here, rent a nice condominium in Manila, eat regularly in Western restaurants, spend your evenings in bars, use taxis or Grab everywhere and generally recreate much of the lifestyle you had back home. If that is what you want, there is absolutely nothing wrong with it. But you might be slightly disappointed when you discover that the famous &#8220;cheap Philippines lifestyle&#8221; isn't quite as cheap as YouTube promised.</p><p>I made a different choice.</p><p>I didn't move to Manila</p><p>I chose to live in Cagayan de Oro, in Northern Mindanao. CDO is a sizeable city, so I am hardly living in a bamboo hut halfway up a mountain. I have shopping malls, restaurants, hospitals, gyms, supermarkets and pretty much everything I actually need. But it doesn't have the same cost structure as the more obvious expat destinations, and once you move outside the centre, life becomes noticeably quieter.</p><p>That suits me. I didn't move halfway around the world at 63 because I wanted to reproduce my old life with better weather. I wanted a different life. And that distinction matters enormously when we start talking about what &#163;1,000 buys.</p><p>At current exchange rates, &#163;1,000 is somewhere around &#8369;75,000&#8211;&#8369;80,000, although currencies have an annoying habit of moving just after you have written something down, so treat that as a rough number rather than a promise from the Bank of England.</p><p>For one person living sensibly outside the expensive areas, that is a substantial monthly budget.</p><p>Not a millionaire's lifestyle. Not champagne beside an infinity pool while somebody fans you with a palm leaf. But a comfortable life. And frankly, the palm-leaf thing would get irritating after a while anyway.</p><p>Housing changes everything</p><p>The biggest variable is accommodation. If you choose an expensive condo in Manila, Cebu or one of the fashionable tourist areas, a significant chunk of your &#163;1,000 can disappear before you've bought your first coffee.</p><p>Move away from those areas and the calculation changes dramatically. That is one of the reasons I chose Northern Mindanao. I wasn't looking for nightlife or an expat bubble. I wanted somewhere I could put down roots, work on projects, write, travel occasionally and build something.</p><p>Quite literally, as it happens.</p><p>I am currently building my own small house on land in Manolo. Building my own home has been something I've wanted to do for years, and at 63 I've finally reached the slightly ridiculous stage of life where instead of buying sensible retirement slippers, I'm buying hollow blocks, steel, sand and guttering.</p><p>It makes me considerably happier than slippers would. My normal lifestyle is actually quite simple. I eat local food much of the time, I don't need expensive entertainment, and I am perfectly happy sitting somewhere with a coffee, writing, talking to people or working on one of my projects.</p><p>That doesn't mean I sit at home counting pesos.</p><p>Quite the opposite. </p><p>&#163;1,000 doesn't mean staying at home</p><p>One of the things that surprised me during my first month here was how much I could actually do without feeling that every trip was attacking my bank account.</p><p>I've already travelled to Surigao, and more recently I spent time on Camiguin Island.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!jv7T!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F54355cd2-259d-43de-a98a-1c73ef12b2c4_3060x4080.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!jv7T!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F54355cd2-259d-43de-a98a-1c73ef12b2c4_3060x4080.jpeg 424w, https://substackcdn.com/image/fetch/$s_!jv7T!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F54355cd2-259d-43de-a98a-1c73ef12b2c4_3060x4080.jpeg 848w, https://substackcdn.com/image/fetch/$s_!jv7T!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F54355cd2-259d-43de-a98a-1c73ef12b2c4_3060x4080.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!jv7T!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F54355cd2-259d-43de-a98a-1c73ef12b2c4_3060x4080.jpeg 1456w" sizes="auto, 100vw"><img 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srcset="https://substackcdn.com/image/fetch/$s_!jv7T!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F54355cd2-259d-43de-a98a-1c73ef12b2c4_3060x4080.jpeg 424w, https://substackcdn.com/image/fetch/$s_!jv7T!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F54355cd2-259d-43de-a98a-1c73ef12b2c4_3060x4080.jpeg 848w, https://substackcdn.com/image/fetch/$s_!jv7T!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F54355cd2-259d-43de-a98a-1c73ef12b2c4_3060x4080.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!jv7T!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F54355cd2-259d-43de-a98a-1c73ef12b2c4_3060x4080.jpeg 1456w" sizes="auto, 100vw" loading="lazy"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>Camiguin is exactly the sort of place people imagine when they think about retiring in the Philippines: mountains, waterfalls, beaches, warm sea and views that make you stop occasionally and think, I actually live here now.</p><p>Those trips aren't free, obviously. Ferries cost money. Hotels cost money. Food costs money. Somehow coffee follows me around the Philippines demanding money as well.</p><p>But travelling domestically can be remarkably affordable if you don't insist on luxury every step of the way.</p><p>And this is where I think the &#163;1,000 question becomes more interesting.</p><p>It isn't really about how cheaply you can survive.</p><p>I have no interest in winning some strange expat competition where the champion is the person who manages to live on &#163;312 a month while eating boiled rice in a darkened room.</p><p>The question for me is:</p><p>How much life can I get for my money?</p><p>That is a completely different calculation.</p><p>My priorities changed</p><p>As I've got older, money itself has become less interesting to me.</p><p>I obviously need enough to live. I need to pay bills, maintain property, travel and fund the things I'm building. But accumulating money simply for the sake of watching the number increase doesn't have much attraction anymore.</p><p>What interests me is what the money allows me to do.</p><p>Here, &#163;1,000 can potentially cover the foundations of a very comfortable month if your housing costs are controlled and your lifestyle isn't extravagant. It can buy food, utilities, transport, coffees, meals out and still leave room for doing things.</p><p>But there is an important warning attached to that.</p><p>You can spend &#163;1,000 very easily in the Philippines.</p><p>You can spend &#163;2,000 easily.</p><p>You can probably spend &#163;5,000 without breaking into a sweat if you put your mind to it.</p><p>The Philippines isn't magically cheap. It gives you choices. That is the important difference.</p><p>If imported Western food fills your supermarket trolley, your bill rises. If you want a modern condo in the middle of Manila, your housing costs rise. If every meal needs to be in an international restaurant, your costs rise. If your evenings revolve around bars and nightlife, &#163;1,000 suddenly develops wings. But if your pleasure comes from simpler things, the equation changes.</p><p>My life at the moment revolves around writing, building my house, travelling around Mindanao, getting involved with the local community, working on business ideas and occasionally disappearing to somewhere like Camiguin for a few days because I can.</p><p>That feels remarkably rich to me.</p><p>So, can you live on &#163;1,000 a month?</p><p>Yes &#8212; in the right circumstances.</p><p>But I wouldn't recommend anyone move to the Philippines because somebody on YouTube told them they could live here for &#163;1,000. Come because you actually want the life.</p><p>Decide where you want to live. Decide what standard of accommodation you need. Decide whether you need Western food every day. Decide how much travelling you want to do. Decide whether you want city life, beach life, provincial life or something in between. Then work out the money.</p><p>Don't do it the other way around.</p><p>For me, choosing Cagayan de Oro rather than one of the obvious expat locations wasn't really about squeezing every last peso out of my pension. It was about finding somewhere that fitted the life I wanted.</p><p>Quieter.</p><p>Slower.</p><p>Less expensive.</p><p>But still connected enough that I can get on a ferry, catch a flight, head off somewhere for a few days or find whatever I need in the city.</p><p>I'm only a month into this experiment, so I'm certainly not claiming to have cracked the Philippines retirement code. Ask me again in a year and I may have discovered that my greatest financial threat is an uncontrollable addiction to buying building materials.</p><p>At the moment, though, something has become very clear. &#163;1,000 goes much further here than it did in the UK.</p><p>But more importantly, for the life I've chosen to build, it seems to buy something I value considerably more.</p><p>Freedom.</p>]]></content:encoded></item><item><title><![CDATA[Building a life in the Philippines ]]></title><description><![CDATA[At 63 I threw in the 9-5 and moved halfway across the world &#127758; to build a new life]]></description><link>https://ianasimon.substack.com/p/building-a-life-in-the-philippines</link><guid isPermaLink="false">https://ianasimon.substack.com/p/building-a-life-in-the-philippines</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sun, 27 Sep 2026 04:36:32 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!uPb7!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p><strong>At 63, I could have chosen to slow down. Instead, I moved to the Philippines and decided to build the home I&#8217;d dreamed about for most of my life.</strong></p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!uPb7!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!uPb7!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png 424w, https://substackcdn.com/image/fetch/$s_!uPb7!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png 848w, https://substackcdn.com/image/fetch/$s_!uPb7!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png 1272w, https://substackcdn.com/image/fetch/$s_!uPb7!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!uPb7!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png" width="1448" height="1086" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:&quot;normal&quot;,&quot;height&quot;:1086,&quot;width&quot;:1448,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2839968,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:null,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!uPb7!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png 424w, https://substackcdn.com/image/fetch/$s_!uPb7!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png 848w, https://substackcdn.com/image/fetch/$s_!uPb7!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png 1272w, https://substackcdn.com/image/fetch/$s_!uPb7!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F57a0ab6c-4804-4a3c-9be7-1fde4391faff_1448x1086.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>I&#8217;ve always wanted to build my own home. Not buy somebody else&#8217;s idea of one. Not move into something finished and spend the next ten years changing it. Actually start with a piece of land, an idea in my head and, eventually, something that feels completely mine.</p><p>So that&#8217;s what I&#8217;m doing.</p><p>Of course, between the dream and the first hollow block sits something the Philippines does particularly well: <strong>bureaucracy.</strong> &#128516;</p><p>Plans, drawings, signatures, permits, more signatures, visits to offices, waiting for people who are waiting for other people, and the occasional piece of paper that apparently needs another piece of paper to prove that the first piece of paper exists.</p><p>There were definitely moments when I wondered whether building the house might turn out to be easier than getting permission to build the house.</p><p>But eventually we got there.</p><p>The approvals came through, the builder finally got onto the site, and suddenly something I&#8217;ve carried around in my head for years started appearing in concrete, steel and hollow blocks.</p><p>And that moment meant more to me than I expected. Because this move was never just about <strong>retiring to the Philippines at 63</strong>. It was about deciding that retirement didn&#8217;t have to mean gradually making my world smaller.</p><p>I wanted to build something.</p><p>A home. A different way of living. More time to write. More time for people. More time for the things that actually matter to me.</p><p>The house is still a long way from finished. There will undoubtedly be problems, delays and several more opportunities for me to discover exciting new departments of Philippine bureaucracy.</p><p>But the builder is finally in. The walls are going up. And after a lifetime of saying <strong>&#8220;one day I&#8217;d love to build my own home&#8221;</strong>, one day has finally arrived.</p><p><strong>63 isn&#8217;t too late to start building the life you actually want.</strong></p>]]></content:encoded></item><item><title><![CDATA[Building a Smaller Life]]></title><description><![CDATA[After a lifetime of chasing more, I&#8217;m discovering that retirement might actually be about needing less.]]></description><link>https://ianasimon.substack.com/p/building-a-smaller-life</link><guid isPermaLink="false">https://ianasimon.substack.com/p/building-a-smaller-life</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sat, 26 Sep 2026 05:26:38 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!rQcF!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!rQcF!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!rQcF!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg 424w, https://substackcdn.com/image/fetch/$s_!rQcF!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg 848w, https://substackcdn.com/image/fetch/$s_!rQcF!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!rQcF!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!rQcF!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg" width="576" height="577" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/f83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:577,&quot;width&quot;:576,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:118413,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/217492516?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!rQcF!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg 424w, https://substackcdn.com/image/fetch/$s_!rQcF!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg 848w, https://substackcdn.com/image/fetch/$s_!rQcF!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!rQcF!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ff83289ce-1aab-4612-b19a-87d43992bf9d_576x577.jpeg 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em><strong>Bit by bit the house is shaping up</strong></em></p><p>I went up to Manolo again this week and, probably for the first time, I could stand back and actually see a house. Until fairly recently I had spent quite a lot of money and appeared to own a concrete slab, several piles of sand and an impressive collection of steel. Everyone kept assuring me that this represented progress, and since they seemed to know considerably more about building houses than I did, I decided to believe them.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>Now the walls are up and the steel for the roof is taking shape, and it has completely changed the way the place feels. I can walk through the doorway and actually imagine where things will be. I know where the kitchen is going, where I&#8217;ll sit and write, where the bed will be and where the doors will open onto the deck. It&#8217;s still very much a building site, but you no longer need quite as much imagination to see what it is going to become.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!E8xl!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!E8xl!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg 424w, https://substackcdn.com/image/fetch/$s_!E8xl!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg 848w, https://substackcdn.com/image/fetch/$s_!E8xl!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!E8xl!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!E8xl!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg" width="1200" height="900" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/d9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:900,&quot;width&quot;:1200,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:136253,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/jpeg&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:false,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/217492516?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!E8xl!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg 424w, https://substackcdn.com/image/fetch/$s_!E8xl!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg 848w, https://substackcdn.com/image/fetch/$s_!E8xl!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg 1272w, https://substackcdn.com/image/fetch/$s_!E8xl!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd9c633ab-73b2-4032-8210-07a002f5ece1_1200x900.jpeg 1456w" sizes="100vw"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p style="text-align: center;"><em><strong>The skeleton of the roof is taking shape</strong></em></p><p>The house itself is not big. The main footprint is roughly 7 metres by 6 metres and most of it will be one open space &#8212; kitchen, living area, bedroom and my writing/work area, with the bathroom enclosed separately. There will be a large covered deck outside, which makes sense here because so much of life in the Philippines happens outdoors anyway. In the UK I suspect an estate agent would describe the inside as &#8220;cosy&#8221; and then photograph it with a lens capable of making a broom cupboard look like an aircraft hangar. Here, I actually like the fact that it is small.</p><p>That has surprised me a little because for most of my life the direction of travel was the opposite. Bigger house, better job, more money, more responsibility. At one point I had a business employing around 120 people and seven properties. I certainly wouldn&#8217;t pretend that I disliked having those things at the time, but they came with an enormous amount of weight attached to them. The strange thing is that you don&#8217;t always notice the weight while you&#8217;re carrying it. You just assume that this is what being successful is supposed to feel like.</p><p>At 63, I seem to be conducting the experiment in reverse. I have moved halfway around the world and I&#8217;m building a house considerably smaller than some of the living rooms I&#8217;ve had in the past. Yet I don&#8217;t feel as though I&#8217;m downsizing my life. Quite the opposite. I have land around me, projects I want to work on, writing I finally have time to do, people and a community that I enjoy being part of, and considerably more control over what I do with my days.</p><p>Of course, there is a danger of becoming too philosophical about all of this while standing in the middle of a construction site. Building a house still involves builders, deliveries, planning permission, materials and a seemingly endless stream of requests for another 10,000 or 20,000 pesos. I have discovered that one of the great skills required when building in the Philippines is the ability to nod calmly when somebody explains that we need some more sand. Apparently there is never quite enough sand.</p><p>But I genuinely enjoy going up there and seeing what has changed. One week it&#8217;s another section of wall, then the roof steel arrives, then suddenly you can stand somewhere that was previously just a line on a drawing and realise, <em>this is where I&#8217;m actually going to live</em>. There is something very satisfying about that.</p><p>I think that is why this little house means rather more to me than the building itself. When I came to the Philippines, I wasn&#8217;t trying to retire from life. I was trying to change the way I lived it. I still want to build businesses, write, teach, help people and probably take on far too many projects because I know myself well enough to realise that sitting beside a swimming pool doing absolutely nothing was never going to last very long.</p><p>What I don&#8217;t want anymore is complexity simply for the sake of having more.</p><p>Perhaps that is one of the advantages of getting older. You begin to understand the difference between the things you actually want and the things you once thought you were supposed to want.</p><p>So the house at Manolo keeps going up, slowly but very visibly now. There is still a roof to finish, a deck to build, an interior to complete and, I have absolutely no doubt, considerably more sand to buy.</p><p>But I&#8217;m beginning to see the finished house.</p><p>More importantly, I&#8217;m beginning to see the life that goes with it.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div>]]></content:encoded></item><item><title><![CDATA[Philippines Tourist Visa Extension ]]></title><description><![CDATA[Something I was dreading]]></description><link>https://ianasimon.substack.com/p/philippines-tourist-visa-extension</link><guid isPermaLink="false">https://ianasimon.substack.com/p/philippines-tourist-visa-extension</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Wed, 23 Sep 2026 05:50:38 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!0bZQ!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<p>There are certain things about living in the Philippines that you learn to approach with a degree of mental preparation. Anything involving official paperwork is fairly high on that list.</p><div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!0bZQ!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!0bZQ!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png 424w, https://substackcdn.com/image/fetch/$s_!0bZQ!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png 848w, https://substackcdn.com/image/fetch/$s_!0bZQ!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png 1272w, https://substackcdn.com/image/fetch/$s_!0bZQ!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!0bZQ!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png" width="941" height="1672" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:&quot;normal&quot;,&quot;height&quot;:1672,&quot;width&quot;:941,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2742181,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:null,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!0bZQ!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png 424w, https://substackcdn.com/image/fetch/$s_!0bZQ!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png 848w, https://substackcdn.com/image/fetch/$s_!0bZQ!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png 1272w, https://substackcdn.com/image/fetch/$s_!0bZQ!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F339803c6-8598-41d7-8f41-01360bf5e177_941x1672.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>I have been here long enough now to understand that bureaucracy is simply part of life. Forms have forms. Photocopies reproduce when you&#8217;re not looking. Occasionally you discover that the document you carefully obtained last week exists primarily to allow you to apply for another document this week. I&#8217;m slowly learning not to fight it. This is the Philippines, I chose to live here, and there are plenty of things about the country that I absolutely love. You take the whole package.</p><p>So when the time came to extend my tourist visa for the first time, I wasn't exactly looking forward to it.</p><p>In fact, I had been quietly dreading it.</p><p>It didn't help that I had managed to make my first visit slightly more interesting than necessary by turning up <strong>a day late</strong>.</p><p>Not a week. Not a month. One day.</p><p>Still, immigration authorities tend to be rather particular about dates, and explaining that I had simply got my dates wrong didn't strike me as one of the great legal defences of our time. Somewhere between retiring, moving halfway around the world, buying building materials, dealing with various projects and generally trying to construct a new life in the Philippines, I had looked at the wrong date.</p><p>My visa had expired the day before.</p><p>Excellent start, Ian.</p><p>I arrived expecting the worst. Not deportation exactly&#8212;I hadn't quite reached the stage of imagining myself being escorted onto the next British Airways flight&#8212;but I was certainly expecting forms, questions, additional queues and perhaps the bureaucratic equivalent of being sent to the headmaster's office.</p><p>Instead, I met some of the nicest and most helpful government staff I've dealt with.</p><p>I explained immediately that I was a day late. There was no point pretending otherwise; my passport was hardly going to back up an elaborate story about it still being Tuesday. They checked everything, explained what needed to be done and simply dealt with it. No drama. No lecture. No sense that anyone was particularly interested in making my life difficult because I had made a small mistake.</p><p>And then came the biggest surprise.</p><p>I was <strong>in and out in about 30 minutes</strong>.</p><p>Thirty minutes.</p><p>I have spent longer than that trying to work out which queue I am supposed to be standing in at some government offices in Britain.</p><p>What struck me most, though, wasn't actually the speed. It was the attitude of the people dealing with me. They were friendly, understanding and genuinely helpful. They could see that I wasn't deliberately overstaying or trying to circumvent the system. I'd simply made a mistake, admitted it and turned up to put it right.</p><p>Better still, once everything was sorted, they started helping me with <strong>next month's extension</strong>.</p><p>Rather than sending me away to repeat the entire voyage of discovery in another few weeks, they gave me the paperwork I would need for my next visit and explained what to prepare. So next month I can arrive with everything already completed and, presumably, make my 30-minute immigration marathon even shorter.</p><p>There is something slightly ironic about this because bureaucracy was one of the things I worried about before moving here. The Philippines doesn't exactly have an international reputation for minimalist administration. When you start buying property, dealing with permits, opening bank accounts or setting up businesses, you quickly become acquainted with the Filipino love affair with paperwork, signatures, photocopies and official stamps.</p><p>But there is another side to the Philippines that doesn't always appear in descriptions of its bureaucracy: <strong>the people operating the system are still people</strong>.</p><p>And my experience so far has repeatedly been that a friendly attitude goes a long way.</p><p>I don't arrive demanding that things work the way they do in Britain. I'm not in Britain. I don't get irritated because a process seems strange to me. I'm the foreigner here. If the Philippines says I need a particular form, then I need the form. If they want three copies, I'll bring three copies. Actually, I'll probably bring five. I'm learning.</p><p>That mindset makes life considerably easier.</p><p>There is also a broader lesson in this for me because I'm discovering that some of the things I worried about most before moving to the Philippines are turning out to be relatively minor once I actually encounter them.</p><p>Before you make a big change in life, your imagination has an unfortunate habit of filling in the gaps. You don't know exactly how something will work, so your brain helpfully constructs the most complicated possible version of it.</p><p>Visa extensions were one of those unknowns.</p><p>In my head, it was going to consume half a day. I'd arrive without some obscure document. Someone would send me somewhere else to photocopy something. I'd return to discover that Window 4 had closed for lunch and Window 7 only dealt with people whose surnames began with Q on alternate Wednesdays.</p><p>The reality?</p><p>Walk in.</p><p>Explain that this slightly embarrassed British bloke had managed to be one day late.</p><p>Fill in the paperwork.</p><p>Pay what was required.</p><p>Smile.</p><p>Thirty minutes later, walk back out with everything sorted and next month's paperwork in my hand.</p><p>I can live with that.</p><p>And perhaps that's becoming one of the themes of this whole adventure.</p><p>I spent years thinking about changing my life. I analysed the finances, worried about the risks, considered what could go wrong and constructed endless scenarios in my head. Some of that planning was necessary. Some of it was probably just fear wearing a suit and pretending to be risk management.</p><p>Now I'm actually here, most problems are much easier to deal with when they become real.</p><p>You solve the problem that's actually in front of you rather than the ten imaginary versions of it you've been carrying around in your head.</p><p>Today the problem was a Philippines visa extension.</p><p>Thirty minutes later, it wasn't a problem anymore.</p><p>Next month I'll even turn up on time.</p><p>Probably.</p>]]></content:encoded></item><item><title><![CDATA[The Day I Said I Didn’t Have Time]]></title><description><![CDATA[How one small refusal exposed the role I&#8217;d been quietly living inside]]></description><link>https://ianasimon.substack.com/p/the-day-i-said-i-didnt-have-time</link><guid isPermaLink="false">https://ianasimon.substack.com/p/the-day-i-said-i-didnt-have-time</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Thu, 23 Apr 2026 03:36:45 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!-P8d!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!-P8d!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!-P8d!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!-P8d!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!-P8d!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!-P8d!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!-P8d!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/b0e05872-acae-45a8-8568-558753208e64_1536x1024.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2023038,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/195199108?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!-P8d!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!-P8d!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!-P8d!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!-P8d!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fb0e05872-acae-45a8-8568-558753208e64_1536x1024.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading my article. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>It didn&#8217;t feel like a breaking point at the time. There was no big moment, no obvious line in the sand. If you had asked me that morning, I would have told you everything was fine. Busy, yes. A bit stretched, maybe. But manageable. That&#8217;s the word I would have used. Manageable. The truth is, I had been managing for years. Managing other people&#8217;s problems, other people&#8217;s expectations, other people&#8217;s urgency. I had built a reputation for being the one who could step in, figure things out, keep things moving. It felt like a strength. It <em>was</em> a strength. But somewhere along the way, it stopped being something I offered and became something that was simply expected.</p><p>It crept up slowly. I didn&#8217;t notice it happening. One extra task here, one quick favour there, one situation where it was just easier if I handled it. I told myself it was efficient. I told myself it was what good people do. And maybe part of me liked it. Being needed has a way of making everything feel justified. But what I didn&#8217;t see at the time was the accumulation. The quiet build-up of responsibility that wasn&#8217;t really mine, but that I carried anyway because I could.</p><p>That week felt heavier than usual, although nothing about it was particularly different on paper. Same volume of work, same interruptions, same steady flow of people needing something solved. But internally, something had shifted. Every request felt just a little bit more intrusive. Every &#8220;can you just&#8230;&#8221; landed with a weight that didn&#8217;t match the words. I was still saying yes, still stepping in, still keeping everything moving, but there was a growing tension underneath it. A sense that I was running out of space, even if I couldn&#8217;t quite explain why.</p><p>By Thursday, I was already stretched beyond what made sense. My own work had been pushed back again. Messages were stacking up. I was switching from one problem to the next without ever actually finishing anything. And then someone came to me, stressed and frustrated, needing something fixed immediately. Normally, I would have just taken it on. That&#8217;s what I do. That&#8217;s who I am. But this time, I paused, and for the first time in a long time, I said it out loud.</p><p>&#8220;I don&#8217;t have time.&#8221;</p><p>I said it calmly. No edge, no frustration, just a statement of fact. But the reaction caught me off guard. First there was the disappointment, then the irritation, and then that subtle shift in tone that said more than anything explicit. As if I had let them down. As if I had broken something that had been quietly assumed for a long time.</p><p>And in that moment, something became very clear.</p><p>This wasn&#8217;t about that one request. It wasn&#8217;t even about that one person. It was about the role I had allowed myself to fall into. I had become the solution by default. Not because anyone had formally asked me to, but because I had never really pushed back. I had said yes so many times that no longer felt like an option other people expected me to have.</p><p>That was the straw that broke it.</p><p>Not because it was dramatic, but because it was undeniable. I could see the pattern in a way I hadn&#8217;t before. I wasn&#8217;t just helping. I was absorbing. Taking on things that didn&#8217;t belong to me, solving problems that weren&#8217;t mine to solve, and quietly pushing my own priorities further and further down the list.</p><p>I didn&#8217;t make any big decisions that day. I didn&#8217;t walk away or redraw my life overnight. But something shifted internally. I stopped seeing myself as the person who had to catch everything. I started noticing every time I said yes out of habit rather than choice. And more importantly, I started asking a different question.</p><p>Not &#8220;how do I fix this,&#8221; but &#8220;why is this mine to fix at all?&#8221;</p><p>That question has changed more than any decision I could have rushed into.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading my article. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[The Quiet Panic of Having Options]]></title><description><![CDATA[Why freedom feels heavier than constraint when you finally realise you could change everything]]></description><link>https://ianasimon.substack.com/p/the-quiet-panic-of-having-options</link><guid isPermaLink="false">https://ianasimon.substack.com/p/the-quiet-panic-of-having-options</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Mon, 20 Apr 2026 07:38:40 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!1UaH!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!1UaH!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!1UaH!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!1UaH!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!1UaH!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!1UaH!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!1UaH!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/abf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:1950988,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/194769551?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!1UaH!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!1UaH!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!1UaH!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!1UaH!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fabf0e45d-d9eb-47c1-b52a-659e53b5cb03_1536x1024.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading My article. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>There is a moment that does not arrive with drama. No announcement, no crisis, no clear line in the sand. It tends to slip in quietly, often on an ordinary day, while you are doing something routine. You are working, travelling, sitting with a coffee, or staring at a screen that you have stared at a thousand times before. And then, almost without warning, a thought appears that does not feel like the others.</p><p>You realise you have options.</p><p>Not theoretical ones. Not the kind people talk about casually. Real ones. The kind that would actually change your life if you acted on them.</p><p>At first, it sounds like good news. Freedom, after all, is what most people say they want. More choice, more flexibility, more control. We are told that having options is the goal. It is what we work towards, what we sacrifice for, what we quietly hope will arrive one day and make everything feel easier.</p><p>But something strange happens when it does arrive.</p><p>It does not feel like relief. It feels like pressure.</p><p>Because the moment you recognise that you could change things, staying the same is no longer something that just happens to you. It becomes a decision. And that changes everything.</p><p>Before that moment, there is always a story you can tell yourself. The job is what it is. The circumstances are what they are. The responsibilities, the expectations, the timing. There is always a reason why things cannot be different right now. Those reasons may be valid, but they also provide a kind of cover. They allow you to move forward without questioning too much.</p><p>Options remove that cover.</p><p>Once you can see a different path clearly enough to walk it, you can no longer pretend you are stuck. You may still choose to stay where you are, but you cannot say you had no choice in the matter. That quiet realisation introduces a new kind of weight. It is not imposed from the outside. It comes from within.</p><p>And that is where the panic begins, although it rarely looks like panic in the way we expect.</p><p>It is subtle. It shows up as restlessness, as overthinking, as a low level unease that does not quite go away. You start to notice things you previously ignored. Small irritations become more visible. Conversations feel different. The rhythm of your days begins to feel slightly out of step.</p><p>Nothing has changed on the surface. Your life is still functioning. You are still doing what you have always done. From the outside, everything looks stable.</p><p>But internally, something has shifted.</p><p>You have crossed from a life of assumed constraint into a life of visible possibility, and that is not a comfortable place to stand.</p><p>Because possibility demands something from you.</p><p>It asks a simple question that is surprisingly difficult to answer. If you could change this, why are you not?</p><p>There are, of course, reasons. There are always reasons. Financial considerations, timing, commitments, uncertainty. These are real and they matter. But once options exist, those reasons begin to feel less like absolute barriers and more like variables to be weighed.</p><p>That shift is important, because it exposes something most people prefer not to look at directly.</p><p>Some part of you is choosing to stay.</p><p>Not because you have to, but because, at least for now, it feels safer, more familiar, or more manageable than stepping into the unknown. That is not weakness. It is human. Stability has value. Risk has cost. There is nothing inherently wrong with choosing to maintain what you have built.</p><p>But the presence of choice changes the emotional landscape.</p><p>You are no longer just enduring your circumstances. You are participating in them.</p><p>And that awareness has a way of lingering in the background, even when you try to ignore it.</p><p>You might find yourself running quiet calculations. How much would it take to make a change? What would actually happen if you did? How bad would the downside be, really? Could you recover if it did not work out?</p><p>These are not dramatic thoughts. They do not demand immediate action. They simply sit there, returning at odd moments, refusing to be fully dismissed.</p><p>This is why having options can feel heavier than having none.</p><p>When there are no options, or when you believe there are none, your path is largely defined. You focus on making the best of it. You adapt, optimise, and carry on. There is a certain clarity in that, even if it is not ideal.</p><p>When options appear, clarity gives way to responsibility.</p><p>You have to think differently. You have to look at your life not just as something you are living, but as something you are shaping. Every decision, including the decision to do nothing, takes on a different meaning.</p><p>And yet, most people do not act immediately when they reach this point.</p><p>That is where many narratives go wrong. They jump from awareness straight to action, as if recognising an option should naturally lead to taking it. In reality, there is often a long period in between. A period where you sit with the knowledge that things could be different, without yet deciding that they should be.</p><p>This is not wasted time. It is not hesitation for the sake of it.</p><p>It is the process of coming to terms with what your options actually mean.</p><p>Because change is not just about what you gain. It is about what you give up. It is about trade offs, risk, and the dismantling of structures that have, in many cases, taken years to build. Even when something is misaligned, it often still provides stability, identity, and a sense of competence.</p><p>Walking away from that is not a small decision.</p><p>So you pause.</p><p>You observe. You pay closer attention to where the friction really is. You test your assumptions. You ask yourself whether the discomfort you feel is something that needs to be acted on, or something that needs to be understood more deeply.</p><p>From the outside, it may look like nothing is happening.</p><p>Internally, everything is being recalibrated.</p><p>The quiet panic of having options is not something to be solved quickly. It is something to be recognised for what it is. A signal that your life is no longer entirely on autopilot. A signal that you have reached a point where different paths are available, even if you are not yet ready to walk them.</p><p>That signal is easy to misinterpret.</p><p>Some people try to silence it by doubling down on their current path, convincing themselves that the discomfort is temporary or irrelevant. Others try to escape it by making rapid changes without fully understanding what they are moving towards.</p><p>Both approaches miss the point.</p><p>The presence of options is not a command to act. It is an invitation to see clearly.</p><p>To see where you are, what is working, what is not, and what the real cost of staying might be over time. Not in a dramatic sense, but in the slow accumulation of days lived slightly out of alignment.</p><p>There is no urgency here, even though it may feel like there should be.</p><p>You do not need to resolve everything the moment you realise you have options. In fact, trying to do so often leads to poor decisions. What matters first is acknowledging the shift that has taken place.</p><p>You are no longer someone who simply has to continue.</p><p>You are someone who could choose differently.</p><p>And that is where the real work begins.</p><p>Not in rushing towards a new path, but in understanding why the current one no longer feels quite right, now that you can see beyond it.</p><p>So the question is not what you are going to do next.</p><p>Not yet.</p><p>The more honest question is this.</p><p>Now that you can see your options clearly, what does staying actually mean to you?</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading my article. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[Pushing on the Wrong Door]]></title><description><![CDATA[The hidden cost of persistence when the direction was never right to begin with]]></description><link>https://ianasimon.substack.com/p/pushing-on-the-wrong-door</link><guid isPermaLink="false">https://ianasimon.substack.com/p/pushing-on-the-wrong-door</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sun, 12 Apr 2026 19:18:54 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!LYgF!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!LYgF!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!LYgF!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!LYgF!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!LYgF!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!LYgF!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!LYgF!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:3028284,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/193994744?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!LYgF!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!LYgF!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!LYgF!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!LYgF!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F20109862-fe29-482b-88df-c9ebe8c9bb0a_1536x1024.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><p>There&#8217;s a particular kind of exhaustion that doesn&#8217;t come from hard work, but from misdirected effort. It feels similar on the surface. You&#8217;re busy. You&#8217;re committed. You&#8217;re showing up every day and doing what you believe is required. But underneath it all, something isn&#8217;t sitting right. Progress feels heavy. Wins feel muted. And no matter how much force you apply, the outcome never quite matches the energy you&#8217;re putting in.</p><p>Most people, when they hit that feeling, don&#8217;t step back. They lean in.</p><p>They assume the problem is effort. Or discipline. Or resilience. So they push harder. They double down. They grip the handle tighter and throw more of themselves at the same door, convinced that if they just apply enough pressure, eventually it will give way.</p><p>Sometimes it does. And that&#8217;s where things get dangerous. Because a door that opens under force is not necessarily the right door. It&#8217;s just a door that yielded.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading this article. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>We don&#8217;t talk about that enough. We celebrate persistence. We admire grit. We build entire identities around the idea that the ones who succeed are the ones who never stop pushing. But persistence without direction isn&#8217;t strength. It&#8217;s momentum without intelligence. And it can carry you a very long way in the wrong direction.</p><p>I&#8217;ve seen it in careers more times than I can count. People who climb steadily, ticking every box, hitting every milestone, doing everything &#8220;right&#8221; according to the rules they were given. Promotions come. Salary increases follow. On paper, it looks like progress. But internally, something starts to drift. The work becomes heavier, not because it&#8217;s harder, but because it no longer fits. They&#8217;re pushing on a door that leads somewhere they never consciously chose. And the strange thing is, they often don&#8217;t notice when the door first resisted.</p><p>That moment matters. The initial resistance isn&#8217;t always a sign to push harder. Sometimes it&#8217;s the signal. The quiet indication that this might not be the right path at all. But we&#8217;ve been trained to interpret resistance as a challenge to overcome, not a question to explore.</p><p>So we override it.</p><p>We tell ourselves this is what success requires. That everyone feels this way. That discomfort is part of the deal. And to be fair, sometimes it is. Not every difficult door is the wrong one. Some things are simply hard, and worth doing anyway.</p><p>The problem is, most people never learn how to tell the difference. So they default to force. They stay in roles that drain them because leaving would feel like failure. They pursue goals that no longer resonate because they&#8217;ve already invested too much to turn back. They hold onto identities that were handed to them years ago, without ever asking whether they still fit. And all the while, they become experts at pushing.</p><p>From the outside, it looks admirable. From the inside, it feels like friction.</p><p>That&#8217;s the word most people use when they finally pause long enough to describe it. Friction. Not dramatic enough to justify a radical change. Not painful enough to force a decision. Just a constant, low-level resistance that makes everything feel harder than it should be.</p><p>So they compensate.</p><p>More effort. More structure. More optimisation. New systems, new routines, new strategies to squeeze a bit more efficiency out of the same misaligned direction.</p><p>It works, to a point. But it never resolves the underlying issue. Because the problem was never the way they were pushing. It was the door they were pushing on.</p><p>There&#8217;s a different approach, but it requires something most people are reluctant to do. You have to stop. Not quit. Not walk away from everything immediately. Just stop long enough to take your hand off the door and actually look at it.</p><p>What is this leading to?</p><p>Why this door?</p><p>Who told me this was the one worth opening?</p><p>Those questions sound simple, but they cut deeper than most people expect. Because if you answer them honestly, you may find that the door you&#8217;ve been pushing on for years wasn&#8217;t chosen at all. It was inherited. Suggested. Implied. Absorbed over time from expectations, comparisons, and quiet pressures you never consciously agreed to. And once you see that, the force you&#8217;ve been applying starts to look very different.</p><p>It&#8217;s no longer effort in service of something meaningful. It&#8217;s effort in service of something assumed. That&#8217;s a difficult realisation to sit with. It challenges the narrative of hard work and perseverance that most of us have built our lives around. It raises uncomfortable questions about time already spent, energy already invested, and identities already formed.</p><p>So people avoid it.</p><p>They keep pushing, because pushing feels productive. It gives the illusion of control. It allows you to stay in motion without confronting whether the motion itself makes sense.</p><p>But there&#8217;s a cost.</p><p>Every year spent forcing the wrong door is a year not spent exploring the right ones. Every ounce of energy directed at something misaligned is energy not available for something that might actually fit.</p><p>And here&#8217;s the part that people don&#8217;t like to hear. The right door doesn&#8217;t always feel easy. It doesn&#8217;t swing open effortlessly just because it&#8217;s &#8220;meant to be.&#8221; That&#8217;s a comforting idea, but it&#8217;s not reality. The right door can still be heavy. It can still require effort, patience, and resilience.</p><p>The difference is in the kind of effort it demands. When you&#8217;re pushing on the right door, the resistance feels clean. It makes sense. There&#8217;s a coherence to it. You understand why it&#8217;s difficult, and the difficulty doesn&#8217;t erode your sense of direction. It challenges you, but it doesn&#8217;t drain you in the same way.</p><p>When you&#8217;re pushing on the wrong door, the resistance feels different. It&#8217;s muddled. It creates doubt, not growth. You can make progress, but it feels like dragging something uphill that never quite settles into place.</p><p>Most people sense that difference long before they can articulate it.</p><p>They just don&#8217;t trust it.</p><p>So they override it with logic, with external validation, with comparisons to others who seem to be succeeding on similar paths. They convince themselves that the discomfort is a personal failing, not a directional issue.</p><p>And so the cycle continues. More force. More effort. More time spent on a door that was never theirs to begin with. At some point, though, the question becomes unavoidable.</p><p>Not &#8220;how do I push harder?&#8221;</p><p>But &#8220;why am I pushing here at all?&#8221;</p><p>That question doesn&#8217;t demand an immediate answer. In fact, rushing to answer it would defeat the point. It&#8217;s not about jumping to a new door the moment doubt appears. That&#8217;s just another form of reactive movement.</p><p>It&#8217;s about creating space. Space to observe where your effort is going. Space to notice which parts of your life feel like force, and which feel like alignment. Space to separate genuine challenge from misdirected persistence. Because once you see it clearly, the next step tends to take care of itself.</p><p>Not in a dramatic, overnight transformation. But in a quieter, more deliberate shift. A gradual withdrawal of energy from doors that no longer make sense. A willingness to explore alternatives without the pressure to commit immediately.</p><p>And over time, something interesting happens. You stop needing to force everything. Not because life becomes easy, but because your effort starts to align with direction. You&#8217;re still working. Still pushing. But it&#8217;s no longer blind force. It&#8217;s intentional.</p><p>And that changes everything. Most people don&#8217;t fail because they lack effort. They fail because their effort is pointed in the wrong direction for too long.</p><p>So if there&#8217;s one thing worth paying attention to, it&#8217;s not how hard you&#8217;re pushing. It&#8217;s where you&#8217;re pushing.</p><p>Because the difference between a life that fits and one that doesn&#8217;t often comes down to a single, uncomfortable question most people never stop to ask:</p><p>Is this actually the right door?</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading this article. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[The Day Nothing Was Wrong]]></title><description><![CDATA[And yet, something inside me knew I couldn&#8217;t keep living the same way]]></description><link>https://ianasimon.substack.com/p/the-day-nothing-was-wrong</link><guid isPermaLink="false">https://ianasimon.substack.com/p/the-day-nothing-was-wrong</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sat, 11 Apr 2026 06:02:18 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!NHHq!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!NHHq!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!NHHq!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!NHHq!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!NHHq!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!NHHq!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!NHHq!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/d00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2484505,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/193861410?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!NHHq!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!NHHq!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!NHHq!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!NHHq!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd00ad945-fd63-462b-b753-0cb50f2334c3_1536x1024.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading my post today. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>This wasn&#8217;t a sudden realisation. That would have been easier to deal with. A clean break. A moment you could point to and say, <em>that&#8217;s when everything changed</em>. But it didn&#8217;t happen like that. It was slower. Quieter. The kind of shift that doesn&#8217;t announce itself, just settles in somewhere beneath the surface and waits.</p><p>For a long time, my life made perfect sense. On paper, it still does. Stable work. Decent income. A routine that most people would recognise as responsible, even successful. I wasn&#8217;t drifting. I wasn&#8217;t failing. If anything, I was doing exactly what I was supposed to do. Following through. Keeping things together. Showing up.</p><p>And that was the problem, though I didn&#8217;t see it at the time. Because somewhere along the way, without any deliberate decision, I had started to change. Not dramatically. Not in ways that would be obvious to anyone else. But internally, things were shifting. The way I thought about time. The way I valued my energy. The things that used to feel important began to feel&#8230; rehearsed. Like I was repeating something I had learned a long time ago, rather than choosing it now.</p><p>At first, I ignored it. You don&#8217;t question a life that works. That&#8217;s the unspoken rule. If nothing is obviously broken, you carry on. You don&#8217;t start pulling at threads just because something <em>feels</em> slightly off. That would be reckless. Indulgent, even.</p><p>So I stayed where I was. I told myself the feeling would pass. That it was just fatigue, or stress, or one of those phases people go through when they start overthinking things.</p><p><strong>But it didn&#8217;t pass. It became more precise.</strong></p><p>I started to notice small things. Conversations that used to engage me now felt like I was playing a role. Tasks I had done for years began to feel heavier, not because they were difficult, but because they no longer meant anything to me. Even the wins felt flat. I could see that I was doing well, but I couldn&#8217;t feel it.</p><p>That was the first moment I began to pay attention. Not because everything had fallen apart, but because it hadn&#8217;t. Because the structure was still there, intact, functioning, and yet something fundamental inside me had shifted out of alignment with it.</p><p>It&#8217;s a strange place to find yourself. There&#8217;s no obvious crisis. No external pressure forcing you to act. From the outside, there is no reason to change anything. But internally, something has already moved. And once you see it, you can&#8217;t unsee it. I began to realise that the life I had built was based on a version of me that no longer existed.</p><p>That version had different priorities. Different tolerances. Different definitions of what mattered. And it had done a good job. It had built something stable, something reliable. Something that worked.</p><p>But it wasn&#8217;t <em>mine</em> anymore. That&#8217;s the part people don&#8217;t talk about.</p><p>Growth doesn&#8217;t always feel like expansion. Sometimes it feels like disconnection. Like waking up inside a life that you recognise, that you understand, but that no longer fits the way it once did.</p><p>And there&#8217;s a temptation, at that point, to dismiss it. To tell yourself you&#8217;re being ungrateful. That you should be satisfied. That other people would happily trade places with you. And all of that may be true. But it doesn&#8217;t resolve the underlying tension. It just pushes it back down, where it waits.</p><p>What changed for me wasn&#8217;t the circumstances. It was my willingness to stop ignoring what I could already feel. I stopped trying to explain it away. Stopped labelling it as a temporary phase. Instead, I allowed the question to sit there, uncomfortable and unresolved.</p><p><em><strong>What if this life no longer fits?</strong></em></p><p>Not because it&#8217;s bad. Not because it&#8217;s failing. But because I&#8217;ve changed in ways I didn&#8217;t account for when I built it.</p><p>There&#8217;s no immediate answer to that question. And that&#8217;s the part that unsettles people. We want clarity to come with direction. We want the moment of recognition to be followed by a clear next step.</p><p>But it doesn&#8217;t work like that. The recognition comes first. Quietly. Without instruction. You just wake up one day and realise that everything still works&#8230; except it doesn&#8217;t feel like yours anymore. And once that thought has formed properly, once it stops being vague and becomes something you can actually name, you&#8217;re standing at a very different kind of threshold.</p><p>Not the kind that demands action. </p><p>The kind that demands honesty.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading my post today. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[The Hobby I Took More Seriously Than My Career]]></title><description><![CDATA[I thought I had a discipline problem. It turned out I was forcing the wrong life.]]></description><link>https://ianasimon.substack.com/p/the-hobby-i-took-more-seriously-than</link><guid isPermaLink="false">https://ianasimon.substack.com/p/the-hobby-i-took-more-seriously-than</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sun, 05 Apr 2026 05:59:08 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!ElxX!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!ElxX!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!ElxX!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!ElxX!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!ElxX!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!ElxX!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!ElxX!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/fe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2081279,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/193231372?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!ElxX!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!ElxX!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!ElxX!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!ElxX!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Ffe6e6b5d-e26c-4b15-8d26-e2100b061e55_1536x1024.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>I used to think I was the problem, not in an obvious or dramatic way, but as a quiet and persistent suspicion that something in me did not quite operate the way it should. I could begin things well enough. In fact, I was often strong at the start. I would commit, organise, and apply myself with a level of intent that felt convincing at the time. There was always a sense, especially in those early stages, that I was finally approaching things properly, that this time I would hold the line long enough for it to take root.</p><p>But the same pattern would return, and it returned so consistently that it became difficult to ignore. It never collapsed suddenly. It would begin with small shifts, a delay here, a task postponed there, a subtle resistance that I could not quite explain but could certainly feel. I would respond in the only way I knew how, by tightening things further, by applying more structure, more discipline, more pressure on myself to stay aligned with the plan I had created.</p><p>It never held.</p><p>Each attempt followed the same trajectory. Effort, structure, early traction, and then a gradual erosion that brought me back to the same place I had been before. I began to internalise that pattern as a flaw in me rather than a signal about what I was doing. It felt as though I was capable enough to understand what needed to be done, but not capable enough to sustain it, as though there was some internal weakness that prevented me from becoming the person I believed I should be.</p><p>What I did not question, and what did not even occur to me to question at the time, was whether the direction itself was the issue.</p><p>Alongside all of this, there was another part of my life that behaved in a completely different way, and I dismissed it without much thought.</p><p>The garage.</p><p>It was not something I analysed or tried to develop. It was simply where I went. A place to work with my hands, to step away from the mental strain of trying to force myself into a version of life that never quite settled. I told myself it was how I relaxed, a way to switch off after a day of effort.</p><p>But it did not feel like switching off.</p><p>It felt like the only place where I was properly engaged.</p><p>There was no resistance in the garage. I did not negotiate with myself before going in. I did not need to build routines or summon motivation. I simply showed up and started. Hours would pass without any awareness of time, not because I was ignoring it deliberately, but because it ceased to matter. The work held my attention in a way nothing else did. Problems that would frustrate me elsewhere became something I leaned into. I would take things apart, study them, rebuild them, not out of obligation, but out of a genuine desire to understand.</p><p>And yet I treated it as insignificant.</p><p>It did not fit the structure I had in mind for what a serious life should look like. There was no clear path attached to it, no defined outcome, no sense that it was building towards anything that could be recognised as success. It was just something I enjoyed, and at the time I believed enjoyment was not something you built your future around.</p><p>So I kept the separation in place.</p><p>The serious part of my life, where I applied discipline and effort in an attempt to build something that never quite held together.</p><p>And the garage, where everything flowed without effort, but which I treated as separate from anything that mattered.</p><p>That separation remained intact until one night, without warning and without intention, it broke.</p><p>I was fitting a gearbox. It had taken longer than expected, a few things had not aligned cleanly, and I had been working through it steadily, adjusting and refining as I went. I was completely absorbed in the process in the way I always was in that space, moving from one step to the next without needing to think about whether I should continue.</p><p>At some point, I paused and stepped back slightly, not out of frustration or fatigue, but simply to look at the work in front of me.</p><p>I glanced at my watch.</p><p>It was 2:36 in the morning.</p><p>And in that moment, everything became clear.</p><p>I had not forced myself to be there. I had not needed discipline to continue. I had not once checked the time or considered stopping. I had been fully engaged for hours, without effort, without resistance, without any sense that I was pushing myself to maintain momentum.</p><p>The contrast with the rest of my life was impossible to ignore.</p><p>Every other direction I had tried to build required constant effort just to sustain even basic progress. It felt like pushing against something that did not naturally move.</p><p>This did not.</p><p>This moved on its own.</p><p>And the question that followed was simple enough that it almost felt uncomfortable to ask it.</p><p>If this is the only place where I do not struggle, why is this the only thing I am not taking seriously?</p><p>That question landed with more weight than anything I had told myself before. It did not feel like motivation or inspiration. It felt like recognition. I could see, clearly and without argument, that I had been trying to discipline myself into a life that I did not actually connect with, while ignoring the one area where everything functioned as it should.</p><p>Standing there in that quiet garage, with the work in front of me and the time staring back at me from my watch, another realisation followed naturally from the first.</p><p>People watch this.</p><p>Not as an abstract idea or a distant possibility, but as something real and already happening. People were interested in this kind of work. They wanted to understand it, to learn from it, to see it done properly. And I was already doing it, not occasionally or reluctantly, but consistently and with complete engagement.</p><p>That connection removed the final barrier.</p><p>I did not need to invent a new path or transform myself into something different. I did not need to fix the discipline I thought I lacked. I needed to stop dismissing the one thing in my life that worked without force.</p><p>From that point on, the shift was not dramatic, but it was deliberate. I began to record what I was doing with more intention. Not as an experiment or a side project, but as something that mattered. I did not change the way I worked or try to reshape it into something more acceptable. I simply allowed it to be seen.</p><p>Over time, without any sense of strain, it began to grow.</p><p>People found it, engaged with it, asked questions, shared their own experiences. What had been a solitary activity gradually became something shared. Conversations developed into collaborations, and those collaborations brought new ideas, new perspectives, and new energy into the process.</p><p>The most noticeable change was not external, but internal.</p><p>For the first time, effort and direction were aligned.</p><p>I was not trying to maintain consistency. I was not forcing myself to continue. The work sustained itself because it was rooted in something genuine. Time passed in the same way it always had in the garage, but now it carried forward into something that had both meaning and momentum.</p><p>Looking back, the pattern had been there all along, clear enough to see if I had been willing to look at it properly.</p><p>I had assumed that difficulty was a sign of value, that the constant need to push and maintain discipline meant I was on the right path. It took longer than it should have for me to recognise that the opposite was true in my case.</p><p>The struggle was not proof that I was doing something worthwhile.</p><p>It was the signal that I was not.</p><p>And the thing I had treated as a distraction, something separate from the serious direction of my life, turned out to be the only part of it that was functioning exactly as it should.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[The Day I Realised I Was Good at the Wrong Thing]]></title><description><![CDATA[Adele's account of recognising friction, and choosing to build something instead of enduring it.]]></description><link>https://ianasimon.substack.com/p/the-day-i-realised-i-was-good-at</link><guid isPermaLink="false">https://ianasimon.substack.com/p/the-day-i-realised-i-was-good-at</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Fri, 03 Apr 2026 14:16:26 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!9pzD!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!9pzD!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!9pzD!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!9pzD!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!9pzD!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!9pzD!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!9pzD!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/af009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2212279,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/193073893?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!9pzD!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!9pzD!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!9pzD!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!9pzD!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Faf009bf6-59d0-43c0-bc6c-4ac8cfe4afcf_1536x1024.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading Adele&#8217;s Story. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>I remember the exact moment, not because it was dramatic, but because it wasn&#8217;t. There was no argument, no crisis, no single event that justified what I felt. I was sitting at my desk, looking at a spreadsheet I had built a hundred times before, listening to a conversation happening just behind me about targets and forecasts and margins that should have interested me, and I felt something settle into place with a clarity I hadn&#8217;t allowed myself before. I don&#8217;t want to be here. Not today. Not tomorrow. Not next year. Not like this.</p><p>It wasn&#8217;t a bad day. That would have been easier to dismiss. I had good days. I had a good job. I was a successful accountant by any normal measure, trusted, well paid, relied upon. I knew what I was doing, and I did it well. That was part of the problem. There was nothing obviously broken, nothing I could point to and say this is why I need to change. But underneath all of that, something had been building for a long time. A quiet resistance. A low, constant friction that I had learned to ignore because everything on the surface looked exactly as it should.</p><p>The realisation didn&#8217;t arrive as a question. It arrived as an answer. I had simply run out of reasons to keep pretending this was my life.</p><p>When I looked properly, I could see it everywhere. I didn&#8217;t enjoy the work itself, not really. I respected it, I understood it, but I didn&#8217;t feel anything from it. The environment wasn&#8217;t hostile, but it wasn&#8217;t somewhere I felt at ease either. The conversations, the priorities, the rhythm of the place, none of it felt like mine. And perhaps most uncomfortable of all, I didn&#8217;t particularly like the version of myself that existed there. Efficient, yes. Capable, absolutely. But flat. Contained. As if I had compressed something much larger into a shape that fit the room.</p><p>The strange thing was that I already knew where that larger version of me lived. I just hadn&#8217;t taken it seriously.</p><p>It was in the garden.</p><p>Evenings, weekends, any spare time I could find, I was outside or reading or scrolling through gardening groups, learning, asking questions, sharing ideas. I knew plant names most people had never heard of. I understood soil conditions, light patterns, seasonal timing. I could lose hours without noticing. It had always been the place I went to recover from work, to reset, to feel like myself again. I had never once considered that it might be more than that.</p><p>But once the thought landed, properly landed, it was impossible to ignore. The only time I wasn&#8217;t trying to escape my life was when I wasn&#8217;t living the one I had built.</p><p>I didn&#8217;t make a dramatic decision that day. I didn&#8217;t walk out or announce anything to anyone. But something shifted that was far more important. I stopped negotiating with the idea that this was &#8220;just how things are.&#8221; I didn&#8217;t know exactly what I was going to do, but I knew with complete certainty that I couldn&#8217;t keep maintaining something that was quietly draining me.</p><p>The idea for the app came a few days later, almost casually. I was in the garden, trying to identify a plant I hadn&#8217;t seen before, flicking between websites, cross-referencing pictures, second-guessing what I was looking at, and I remember thinking how unnecessarily difficult it was. So much information, but no clarity. And then the thought appeared, simple and obvious in a way that made me wonder why I hadn&#8217;t seen it sooner. What if I could just point my phone at it and know. Not just the name, but everything that actually matters. When to plant, how much sun it needs, how to care for it properly.</p><p>That was the moment things began to open.</p><p>Because once I allowed myself to take that idea seriously, other things started to unfold around it, not in a forced or strategic way, but almost as if they had been waiting for permission. I started sketching what the app might look like, how it would work, what information people would actually find useful. My background kicked in immediately. Years of analysis, of breaking down problems, of sitting in meetings understanding how systems fit together, suddenly had somewhere else to go. This wasn&#8217;t a vague dream. This was a problem I could structure, a product I could design, a business I could build.</p><p>And then it didn&#8217;t stop there.</p><p>I began to see how it could grow. A local gardening segment on a regional TV show, sharing practical advice for people who don&#8217;t know where to start. A book that simplifies what most people find overwhelming. Workshops. Community projects. It wasn&#8217;t that I suddenly believed all of these things would happen. It was that I could finally see that they could. The constraints I had been operating under for years, the quiet assumption that my life was already defined, had loosened just enough to let something else through.</p><p>What surprised me most was how natural it felt. I wasn&#8217;t becoming someone new. I was stepping into something that had been there all along.</p><p>Of course, the doubts came with it. Questions about money, about risk, about whether I was being unrealistic. Conversations with family who didn&#8217;t understand why I would step away from something stable and proven. Moments where the scale of what I was considering felt too big. But the fear didn&#8217;t disappear, and it didn&#8217;t need to. It simply stopped being the deciding factor.</p><p>Because for the first time in years, I wasn&#8217;t just getting through my days. I was building something after them.</p><p>I didn&#8217;t leave my job immediately. That would have been impulsive, and I wasn&#8217;t interested in trading one form of instability for another. Instead, I used what I had. Evenings became development time. Weekends became planning sessions. I spoke to people who understood technology better than I did. I learned what I didn&#8217;t know. I treated the idea with the same discipline I had applied to my career, but this time it was directed at something that actually felt like mine.</p><p>And slowly, almost quietly, the balance began to shift.</p><p>Not because everything was guaranteed, but because enough of it made sense. The app is still in development. There are days where progress feels slow, where problems take longer to solve than I would like, where I question whether I have taken on more than I should. But there is something fundamentally different about those days. The friction is gone. Not because everything is easy, but because the direction is right.</p><p>What I hadn&#8217;t fully appreciated at the start was that I hadn&#8217;t been starting from zero. For years, without any real intention, I had been building something in the background. I had been posting, commenting, sharing ideas, asking questions in gardening groups, following threads, testing what worked in my own space and talking about it openly. It had never been strategic. It was simply where I went because I enjoyed it. But over time, that quiet presence had turned into something more substantial. People recognised my name. They responded when I posted. They asked questions. There was a level of trust there that I hadn&#8217;t set out to create, but it existed nonetheless.</p><p>Once I saw that properly, I realised it wasn&#8217;t just a hobby any more. It was an asset.</p><p>So I made a decision to take it seriously. Not in a forced way, not by turning it into something I would dread, but by applying the same discipline I had used in my career to something I actually cared about. I took advice. I learned how to structure content, how to be consistent, how to think in terms of value rather than just participation. I began to understand that what I had built could be monetised, grown, and, more importantly, directed. This wasn&#8217;t just about posting for the sake of it any more. It was about creating a clear path that would eventually lead people to the app.</p><p>And the more I leaned into it, the more it gave back. Not just in terms of growth, but in energy. It didn&#8217;t feel like work in the way my job had felt like work. I wasn&#8217;t counting the hours or waiting for it to be over. I was thinking about it during the day, looking forward to it in the evening, noticing ideas as I moved through my own garden that I could share, explain, simplify. It became both a testing ground and a signal. I could see what people struggled with, what they cared about, what confused them. All of it fed directly back into the design of the app.</p><p>What had once been something I used to recover from my day had now become part of what I was building my future on.</p><p>And perhaps most importantly, it gave me momentum. I wasn&#8217;t waiting for the app to be finished before anything could begin. The process had already started. The audience was there. The conversation was active. The foundations were being laid in real time. So when the app is ready, it won&#8217;t be released into silence. It will be stepping into something that already exists, something I have been part of for years without fully realising where it might lead.</p><p>There are still uncertainties. That hasn&#8217;t changed. But they feel different now. They feel like problems to solve, not warnings to stop.</p><p>At some point, I realised that staying where I was had become the bigger risk. Not financially, but personally. I could see exactly what the next five years would look like if nothing changed, and for the first time that clarity didn&#8217;t comfort me. It unsettled me.</p><p>So I made the move.</p><p>It isn&#8217;t a perfect story. It isn&#8217;t finished. But it is mine in a way my life never felt before.</p><p>Looking back, the moment at my desk didn&#8217;t come out of nowhere. It had been building for years, quietly, consistently, waiting for me to stop dismissing it. I had mistaken comfort for alignment, and competence for meaning. I was good at what I did. I was just good at the wrong thing.</p><p>If there is something in your life that has been pushing back for a while, something you keep explaining away because everything looks fine on paper, don&#8217;t rush to fix it. Don&#8217;t jump straight to solutions or dramatic changes.</p><p>Start by paying attention to it.</p><p>Because once you see it properly, you may find that what you thought was the problem&#8230; is actually the beginning.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading Adele&#8217;s Story. Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[Case Ten: Steven and the Life That Worked]]></title><description><![CDATA[When Success Stops Answering the Question That Matters]]></description><link>https://ianasimon.substack.com/p/case-ten-steven-and-the-life-that</link><guid isPermaLink="false">https://ianasimon.substack.com/p/case-ten-steven-and-the-life-that</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Sun, 29 Mar 2026 04:58:51 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!umBR!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!umBR!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!umBR!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!umBR!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!umBR!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!umBR!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!umBR!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png" width="1456" height="971" 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srcset="https://substackcdn.com/image/fetch/$s_!umBR!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!umBR!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!umBR!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!umBR!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F19cd89bb-cbd0-45c0-93d9-3e555a226212_1536x1024.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading Case 10. This is the last case study in the series. Please subscribe for more insights about change.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>Steven sits slightly back from the water, far enough that the tide will not reach him, but close enough to hear the steady rhythm of the waves folding into the shore and pulling back again. The sun is lowering, casting a softness across the horizon that makes everything feel calmer than it really is. Around him, people are drawn to it. Couples standing close, phones raised, trying to capture something that was never meant to be held. Small groups talking, stretching the moment out before the day gives way to evening.</p><p>It is the kind of scene that is supposed to feel complete.</p><p>Steven watches it without moving, aware of something that does not quite sit properly beneath the surface of it. It should feel like something.</p><p>That thought stays with him as he looks out towards the water. There was a time when moments like this represented something clear in his mind. Not the place itself, but what it stood for. Space at the end of the day. The absence of pressure. A point you arrive at after years of effort where things finally settle.</p><p>He has arrived at something close to that now, at least from the outside. And yet what sits with him is not completion, but something quieter. A low, persistent sense that something is not quite aligned. It has been there for years, surfacing in quieter moments, never strong enough to interrupt his direction, always easy enough to move past.</p><p>So he did what made sense. He carried on. Steven built his life the way he believed it should be built. He chose a direction, committed to it, and followed it through. He worked, progressed, became someone dependable. The kind of man who does not need to be watched because he manages himself. Over time, that quiet reputation settled around him. The kind of life that looks solid from the outside.</p><p>Whenever that underlying feeling surfaced, it never seemed enough to justify questioning any of it. There was always something more immediate to deal with. Something practical. Something real.</p><p>So he improved the path instead of questioning it.</p><p>What he sees now, sitting here with nothing immediate to distract him, is that he never actually stopped. Not to ask whether the direction still made sense. Not to ask whether it still belonged to him.</p><p>The cost of that did not arrive suddenly. It unfolded quietly. Relationships did not break. They thinned. Conversations became less frequent. People who had once been central moved gradually to the edges of his life, replaced by routines that felt more pressing in the moment. It did not feel like loss at the time. It felt like focus.</p><p>Until one day there was very little left outside of it. The sun is almost gone now, the last of the light flattening across the water. Around him, people begin to gather their things, the moment passing as it always does.</p><p>Steven remains where he is.</p><p>Nothing in his life is broken. There is no clear problem to solve, no obvious mistake to correct. By any reasonable measure, the life he built has worked. Which is what makes what comes next so difficult to ignore.</p><p>If it worked&#8230; why does it feel like this?</p><p>He leans forward slightly, resting his weight on his hands, his gaze fixed on the water but no longer really seeing it. For the first time, he does not move past the question. He lets it sit. Fully.</p><p>And as he does, something shifts. Not in his circumstances. Not in anything external. In him.</p><p>Because the feeling he has carried for years is no longer vague. It is no longer something he can dismiss as passing or insignificant. It is clear enough now to name, even if he does not say the words out loud.</p><p>This is not the life he would choose if he were choosing honestly.</p><p>The thought lands cleanly, without drama, without resistance.</p><p>And once it lands, it holds.</p><p>He cannot unsee it. He cannot push it back into the background and return to where he was before. The question has changed shape. It is no longer something he can ignore.</p><p>It is something he has to answer.</p><p>Not today. Not here.</p><p>But soon.</p><p>Because for the first time, he understands that continuing as he is would not be neutral.</p><p>It would be a decision.</p><p>A decision to keep living a life that no longer feels like his.</p><p>The sun has disappeared now, the light gone completely, the moment finished in the way all moments finish.</p><p>Steven stays where he is for a little longer.</p><p>Not thinking. Not planning.</p><p>Just sitting with something he has avoided for years.</p><p>And in that quiet, almost imperceptible shift, he reaches a point he has never allowed himself to reach before.</p><p>Not action.</p><p>Not change.</p><p>But something far more precise.</p><p>He knows what he can no longer ignore.</p><p>And that is where everything begins.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading case 10. This is the last one in this series. Please subscribe for more insights into change.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div>]]></content:encoded></item><item><title><![CDATA[Relief Is Not the Same as Clarity]]></title><description><![CDATA[The hidden reason so many life changes feel right at first&#8230; and unravel later]]></description><link>https://ianasimon.substack.com/p/relief-is-not-the-same-as-clarity</link><guid isPermaLink="false">https://ianasimon.substack.com/p/relief-is-not-the-same-as-clarity</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Wed, 25 Mar 2026 16:26:11 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!3OpA!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!3OpA!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!3OpA!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!3OpA!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!3OpA!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!3OpA!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!3OpA!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png" width="1456" height="971" data-attrs="{&quot;src&quot;:&quot;https://substack-post-media.s3.amazonaws.com/public/images/73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png&quot;,&quot;srcNoWatermark&quot;:null,&quot;fullscreen&quot;:null,&quot;imageSize&quot;:null,&quot;height&quot;:971,&quot;width&quot;:1456,&quot;resizeWidth&quot;:null,&quot;bytes&quot;:2038277,&quot;alt&quot;:null,&quot;title&quot;:null,&quot;type&quot;:&quot;image/png&quot;,&quot;href&quot;:null,&quot;belowTheFold&quot;:false,&quot;topImage&quot;:true,&quot;internalRedirect&quot;:&quot;https://ianasimon.substack.com/i/192111347?img=https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png&quot;,&quot;isProcessing&quot;:false,&quot;align&quot;:null,&quot;offset&quot;:false}" class="sizing-normal" alt="" srcset="https://substackcdn.com/image/fetch/$s_!3OpA!,w_424,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!3OpA!,w_848,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!3OpA!,w_1272,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!3OpA!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F73a91e70-7dc6-450c-b86b-09e334e5c466_1536x1024.png 1456w" sizes="100vw" fetchpriority="high"></picture><div class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>That distinction matters more than it first appears.</p><p>When something in life starts to feel off, it rarely announces itself in a clear, structured way. There is no neat diagnosis, no tidy explanation. It shows up instead as a low-level unease that sits in the background of everything. You feel it when you wake up, when you check your emails, when you sit in conversations that once felt natural but now require effort. It is not overwhelming, which makes it easy to dismiss, but it is persistent, which makes it impossible to ignore forever.</p><p>And this is where the problem begins. Because most people are not trained to sit with that kind of discomfort. They are trained, explicitly or otherwise, to remove it. To fix it. To resolve it as quickly as possible so they can return to a state that feels stable and predictable again.</p><p>So they move.</p><p>They start scanning for solutions before they have properly understood the problem. A new job. A different city. A fresh project. Sometimes even a complete reinvention of identity. It feels decisive. It feels productive. It feels like progress.</p><p>But very often, it isn&#8217;t. What they are actually doing is escaping the feeling, not understanding it.</p><p>There is a subtle but important difference between clarity and relief, and most people never learn to tell them apart. Relief is immediate. It gives you a sense of momentum. It quiets the internal noise just enough to make you believe you&#8217;ve made the right move. Clarity, on the other hand, is slower. It requires you to stay with the discomfort long enough to see what is actually generating it. It asks more of you. It offers less immediate reward.</p><p>So naturally, people choose relief. The problem is that relief doesn&#8217;t last. The new job begins to feel familiar in all the wrong ways. The new environment loses its novelty. The same patterns begin to reappear, sometimes in slightly different forms, sometimes almost identically. And because the underlying issue was never properly identified, it simply travels with you, resurfacing once the initial momentum fades.</p><p>This is the cycle that traps people for years.</p><ul><li><p>Friction appears.</p></li><li><p>Action follows.</p></li><li><p>Relief is felt.</p></li><li><p>And then, quietly, the friction returns.</p></li></ul><p>At no point in that cycle has the person actually stopped to examine what the friction was trying to tell them. And that is the uncomfortable truth at the centre of it all: most change is reactive, not considered.</p><p>It is driven by a desire to feel better, not a desire to understand better. You can see it everywhere once you start looking for it. People who change careers multiple times but carry the same dissatisfaction into each role. People who move countries chasing a different life, only to find themselves rebuilding the same structure in a new place. People who believe the next step will fix something fundamental, without ever clearly defining what that &#8220;something&#8221; is.</p><p>From the outside, it looks like courage. Movement is easy to mistake for bravery. But often, it is simply impatience wearing a more respectable mask.</p><p>Slowing down, by contrast, looks passive. It can even feel like failure. When everything in you is pushing for action, choosing to pause feels unnatural, almost irresponsible. There is a voice that says you are wasting time, that you should be doing something, that staying still is the real risk.</p><p>But in reality, the opposite is often true. The pause is where the real work happens.</p><p>Because if you can resist the urge to act immediately, something interesting begins to take shape. The discomfort, instead of being something to escape, becomes something you can observe. Patterns start to emerge. You begin to see that what you initially thought was the problem is often just the surface expression of something deeper.</p><p>It might not be the job itself, but the way your values have shifted over time. It might not be the environment, but the role you have unconsciously adopted within it. It might not be the workload, but the quiet realisation that you are building something you no longer believe in.</p><p>These are not things you uncover by moving quickly. They require attention. They require honesty. And perhaps most importantly, they require a willingness to accept that the answer may not be simple or convenient.</p><p>This is why most people avoid this stage entirely. Because once you see clearly, you can&#8217;t unsee it. And clarity, unlike relief, carries responsibility.</p><p>If you truly understand what is no longer working, then at some point you will have to decide what to do about it. Not impulsively, not reactively, but deliberately. And that kind of decision is heavier. It asks for more thought, more planning, more acceptance of trade-offs.</p><p>But it is also the only kind of change that tends to hold. When you slow down long enough to understand the real source of friction, your decisions start to align with something deeper than immediate comfort. You are no longer chasing a feeling. You are responding to a clear signal.</p><p>And that changes everything. The irony, of course, is that this slower approach often leads to better outcomes in the long run. Not because it guarantees success, but because it reduces the likelihood of repeating the same mistake under a different name.</p><ul><li><p>You move less often, but when you do move, it is with direction.</p></li><li><p>You change fewer things, but the changes you make are more precise.</p></li><li><p>You stop trying to escape your life and start trying to understand it.</p></li></ul><p>Most people never reach that point, not because they lack intelligence or capability, but because they never give themselves permission to pause long enough to see clearly.</p><p>They stay in motion. They keep adjusting. They keep searching for relief. But if there is one shift that changes the trajectory entirely, it is this:</p><p>Realising that the first step is not action.</p><p>It is understanding. And that requires something most people are quietly avoiding.</p><p>Stillness.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading When life Stops Working! Subscribe for free to receive new posts and support my work.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p>]]></content:encoded></item><item><title><![CDATA[Case Nine — Explained]]></title><description><![CDATA[Thanks for reading Case Nine Explained.]]></description><link>https://ianasimon.substack.com/p/case-nine-explained</link><guid isPermaLink="false">https://ianasimon.substack.com/p/case-nine-explained</guid><dc:creator><![CDATA[Ian Simon]]></dc:creator><pubDate>Fri, 20 Mar 2026 06:00:52 GMT</pubDate><enclosure url="https://substackcdn.com/image/fetch/$s_!T9v1!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5c59f689-1957-4b5a-b07c-c89f787b4a27_1536x1024.png" length="0" type="image/jpeg"/><content:encoded><![CDATA[<div class="captioned-image-container"><figure><a class="image-link image2 is-viewable-img" target="_blank" href="https://substackcdn.com/image/fetch/$s_!T9v1!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5c59f689-1957-4b5a-b07c-c89f787b4a27_1536x1024.png" data-component-name="Image2ToDOM"><div class="image2-inset"><picture><source type="image/webp" srcset="https://substackcdn.com/image/fetch/$s_!T9v1!,w_424,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5c59f689-1957-4b5a-b07c-c89f787b4a27_1536x1024.png 424w, https://substackcdn.com/image/fetch/$s_!T9v1!,w_848,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5c59f689-1957-4b5a-b07c-c89f787b4a27_1536x1024.png 848w, https://substackcdn.com/image/fetch/$s_!T9v1!,w_1272,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5c59f689-1957-4b5a-b07c-c89f787b4a27_1536x1024.png 1272w, https://substackcdn.com/image/fetch/$s_!T9v1!,w_1456,c_limit,f_webp,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5c59f689-1957-4b5a-b07c-c89f787b4a27_1536x1024.png 1456w" sizes="100vw"><img src="https://substackcdn.com/image/fetch/$s_!T9v1!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F5c59f689-1957-4b5a-b07c-c89f787b4a27_1536x1024.png" width="1456" height="971" 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class="image-link-expand"><div class="pencraft pc-display-flex pc-gap-8 pc-reset"><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container restack-image buttonBase-GK1x3M"><svg aria-hidden="true" width="20" height="20" viewBox="0 0 20 20" fill="none" stroke-width="1.5" stroke="var(--color-fg-primary)" stroke-linecap="round" stroke-linejoin="round" xmlns="http://www.w3.org/2000/svg" class="icon-noB79L"><g><path d="M2.53001 7.81595C3.49179 4.73911 6.43281 2.5 9.91173 2.5C13.1684 2.5 15.9537 4.46214 17.0852 7.23684L17.6179 8.67647M17.6179 8.67647L18.5002 4.26471M17.6179 8.67647L13.6473 6.91176M17.4995 12.1841C16.5378 15.2609 13.5967 17.5 10.1178 17.5C6.86118 17.5 4.07589 15.5379 2.94432 12.7632L2.41165 11.3235M2.41165 11.3235L1.5293 15.7353M2.41165 11.3235L6.38224 13.0882"></path></g></svg></button><button tabindex="0" type="button" class="pencraft pc-reset pencraft icon-container view-image buttonBase-GK1x3M"><svg xmlns="http://www.w3.org/2000/svg" width="20" height="20" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-maximize2 lucide-maximize-2 icon-noB79L"><polyline points="15 3 21 3 21 9"></polyline><polyline points="9 21 3 21 3 15"></polyline><line x1="21" x2="14" y1="3" y2="10"></line><line x1="3" x2="10" y1="21" y2="14"></line></svg></button></div></div></div></a></figure></div><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading Case Nine Explained. Please subscribe to read the other parts in this ten part series.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p>Mark&#8217;s situation doesn&#8217;t look like a problem.</p><p>From the outside, everything is working. He is skilled, reliable, and steady in his work. There is no obvious failure, no crisis, no moment that forces a decision. If anything, his life appears stable and on track. That is precisely why the pattern is so difficult to recognise.</p><p>Because nothing is breaking, nothing demands attention.</p><p>The direction itself is not unclear. Mark can see what he wants. He understands the opportunity in front of him and knows, at least in broad terms, what the next stage of his life could look like. This is not a case of confusion or lack of options. The path exists in his mind in a way that feels both real and achievable.</p><p>And yet, nothing moves.</p><p>Each time the idea comes into focus, it is met with a response that feels reasonable. He tells himself that he needs more experience, that he should learn more about the business side, that it would be better to wait until he feels fully ready. None of these thoughts are obviously wrong. In isolation, they sound like good judgement.</p><p>But the pattern they create is consistent.</p><p>The reason changes, but the outcome does not.</p><p>The delay repeats.</p><p>What makes this difficult to see is that the delay never presents itself as avoidance. It presents itself as preparation. It feels responsible, even disciplined. It allows him to maintain the belief that he is moving in the right direction, just not yet.</p><p>Over time, this creates a subtle shift.</p><p>The question is no longer whether he could do it.<br>It becomes whether he ever will.</p><p>At the same time, something else is happening in the background.</p><p>His current life is becoming more fixed.</p><p>The stability that once felt like a neutral position begins to take on weight. His income becomes more predictable, his responsibilities more defined, his routines more established. Small commitments accumulate, each one reasonable on its own, but together they begin to anchor him where he is.</p><p>This is where the situation changes in a way that is easy to miss.</p><p>The delay is no longer neutral.</p><p>It begins to shape the conditions around him.</p><p>What once felt like a simple step begins to feel like a disruption. The cost of change appears to increase, not because the opportunity has changed, but because the structure of his current life has become harder to step away from.</p><p>From his point of view, he is still waiting for the right moment.</p><p>From a distance, something else is happening.</p><p>He is slowly building a life that makes that moment less likely to arrive.</p><p>This is what deferred friction looks like.</p><p>It is not loud.<br>It does not force a decision.<br>It does not present itself as a problem that needs to be solved.</p><p>It simply repeats often enough, and long enough, that it begins to shape the outcome on its own.</p><p>And by the time it becomes clear, the question has already changed.</p><p>Not when will I start.</p><div class="subscription-widget-wrap-editor" data-attrs="{&quot;url&quot;:&quot;https://ianasimon.substack.com/subscribe?&quot;,&quot;text&quot;:&quot;Subscribe&quot;,&quot;language&quot;:&quot;en&quot;}" data-component-name="SubscribeWidgetToDOM"><div class="subscription-widget show-subscribe"><div class="preamble"><p class="cta-caption">Thanks for reading this article. Please subscribe to read the other parts.</p></div><form class="subscription-widget-subscribe"><input type="email" class="email-input" name="email" placeholder="Type your email&#8230;" tabindex="-1"><input type="submit" class="button primary" value="Subscribe"><div class="fake-input-wrapper"><div class="fake-input"></div><div class="fake-button"></div></div></form></div></div><p></p><p>But why didn&#8217;t I.</p>]]></content:encoded></item></channel></rss>