Here's something I've noticed: the loudest voices arguing against life insurance after financial independence almost always come from people who aren't financially independent yet. They're still grinding toward FIRE, optimizing every dollar, cutting costs to close the gap. Makes sense for them. But once you actually get there, the calculus changes. Every single person I […]
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Do you know who will most likely survive a zombie apocalypse? Green Berets and Navy SEALs who had to suffer to earn their place. If you have run six miles a day for years, jogging thirty minutes to evade the horde because there are no Ubers is nothing. If you have carried 125-pound sandbags up […]
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At a poker game recently, I heard one of the saddest things I've encountered in a while: “$10 million is not enough to retire early.” Mind you, we were all sitting in San Francisco, an expensive city, but also one of the cheapest international cities in the world. So I get it, context matters. But […]
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I’ve been playing poker for over 25 years, and I still love the game. Every time I sit down at a table, it feels like a time warp. Three hours can pass in the blink of an eye. The cards, the psychology, the rhythm of betting, and the social interaction all combine into something that’s […]
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I've concluded the main reason I can't convince anyone in real life to FIRE is the desire for more. The moment you hit a $1 million net worth, you start dreaming of $5 million. Get to $5 million and suddenly $10 million sounds reasonable. Hit $10 million and, well, why not shoot for $25 million […]
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The problem with writing about FIRE since 2009 is that I've become completely sold on the lifestyle. I know how good freedom feels, so I have a natural tendency to want everyone I care about to achieve it too. I'm also aware I can come across as annoying when I talk about FIRE, so I […]
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One of the issues we frugal people despise is going through buyer’s remorse. We don't want to feel stupid or ripped off, so we tend to buy fewer things and experiences. Minimalism and early retirement go hand in hand. We're always looking for a deal, partly to minimize disappointment. And if we can get something […]
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As I approach 50 in mid-2027, I've been thinking a lot more about responsibility, legacy, and mortality. What I've realized is that responsible adulting is hard. One misstep and you or your loved ones could be screwed for life. Ultimately, life is a series of financial quests for survival before we die. If we don't […]
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I love startups and entrepreneurship. My obsession started when I was reselling Nerds candy in Taipei, purchased from the U.S. commissary store. To recognize and exploit a pricing arbitrage as a nine-year-old felt like winning the lottery every time a new batch arrived. In 1998, a year before graduating from William & Mary, I was […]
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Here is a question worth sitting with: which is actually harder to achieve, a top 1% income or a top 1% net worth? Most people assume income. The number sounds impossibly high, the competition sounds brutal, and the lifestyle of someone earning that kind of money seems reserved for a different species entirely. But after […]
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The decade-long advice to “learn to code” is losing its edge. With tools like Claude Code handling the heavy lifting, a basic three-month online course may be all anyone needs to build what they can imagine. The more important skill is investing. If you learn to invest, you can build lasting wealth and bypass the gatekeepers […]
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Growing up, my dad would grab a quick breakfast with us before vanishing into the workforce. He'd resurface after 6pm, visibly depleted. The highlight reel of my childhood memories: throwing a ball around the backyard, some genuinely fantastic family dinners, and the times he watched me lose tennis matches and delivered his verdict — “you're just […]
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