Earlier this year, I was sick for two weeks. Unfortunately, I’ve had asthma since I was a kid. So when a respiratory illness hits, I tend to cough and suffer longer than the average person. During COVID, my asthma flared up more often, likely due to the stress of having a baby during a pandemic. […]
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If you want to lose weight and gain muscle, join a dad bod or a mom bod challenge. The social pressure to hit your goals will be immense. And if you put a financial penalty for not meeting your goals by a certain date, you will be even more motivated to get fitter. Since graduating […]
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In October 2023, we upgraded to a larger finished home we didn't need. Three years later, I want to share whether it was worth it, so you can make a better decision if you're tempted to do the same. More than any other material item money can buy, a home is the most desirable. The […]
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If you wait too long to start spending your money, you will have wasted many years of unnecessary work, stress, and worry. You'll have traded your best decades for a number on a screen that eventually gets passed to someone else. After another summer living with my parents, I'm even more convinced about 45, my […]
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At almost 50, I’m never doing a gut remodel again. Everyone who has survived one has the same thousand-yard stare. It’s the look of someone who spent two years arguing about grout color and waiting on inspectors who never show up when they say they will. Remodeling might be the most unpleasant thing you can […]
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After my posts on being broke again at 49 and feeling silent stress, some of you let me have it. Irresponsible. Reckless. Top of the market psychology. Fair. I asked for it. I appreciate the pushback because it forced me to look hard at my risk profile and explain it out loud. So here’s my […]
The post Why Aggressive Venture Investing After FIRE Isn’t Reckless appeared first on Financial Samurai.
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A couple days before I published Broke Again At 49, my wife said going to Las Vegas over the long weekend would be a lot of fun. I had floated the idea a couple weeks earlier. Unbeknownst to me, she then spent several hours one night researching hotels, flights, shows, and costs to make it happen. […]
The post The Silent Stress Of Taking A Family Vacation On A Razor’s Edge appeared first on Financial Samurai.
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At some point, you'll find yourself short on money with no obvious way to fix it. You'll have a plan. You'll have strategies. But you won't know exactly where the money will come from. That's where I am right now. So I tried something that might make some of you groan: I manifested money. You've […]
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I have more than 40 financial accounts across four people to manage. More accounts means more questions. Can we spend more? Are we missing a tax opportunity? Does an investment still make sense given everything else we own? For years, answering them meant a spreadsheet, a free Saturday, and a lot of guessing. Then I […]
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One of the reasons I accepted Portfolio Penguin's book deal in 2019 was to demonstrate to my kids the importance of work. Not working sets a bad example if you are a FIRE parent. If I spent two and a half years ideating, writing, editing, and marketing a book they could eventually find in a bookstore, […]
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Part of the American dream is to climb the property ladder and live in the nicest neighborhood possible. We spend more than half our lives at home, so we want a neighborhood that offers as much peace, quiet, safety, and convenience as our budget allows. As an old man with young kids, long gone are the days […]
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I recently shared that I'm 49 and out of cash because a venture capital fund called capital much faster than I expected. I assumed a conservative 30% of my commitment would be called in year one. Instead, 46% was called in just six months. On a $1 million commitment, that's $460,000 out the door instead […]
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After stretching for the nicest house I could afford in 2023, I ended up living paycheck to paycheck for six months. It was stressful enough that I picked up a part-time consulting gig to shore up liquidity. Thankfully, stocks and real estate kept rebounding after a rough 2022, and the broke feeling faded. I promised myself I […]
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Once both our children began school full-time in 2024, my wife and I had more breathing room. At least six hours a day of free time. No more wrangling toddlers in the chaos of the early years. I used the time to finish Millionaire Milestones, which became a USA Today bestseller in 2025. Now I'm […]
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In 2012, two months before my 35th birthday, I engineered my layoff from a 13-year career in investment banking. At the time, it felt like the riskiest thing I had ever done. Was I really going to blow up my career right as my earning power was about to compound? It did not seem wise. […]
The post Why It’s Easier To FIRE At 35 Than At 50 appeared first on Financial Samurai.
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Ever wonder why Honolulu, Hawaii has the highest median life expectancy of any city in America? Sunshine, moderate temperatures, walkability, and an unhurried pace do wonders for your mental and physical health. As a relatively low-stress guy who doesn't have to commute to a day job to sit in meetings all day, every time I […]
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Historically, I've viewed stocks as funny money. It's not real until it's converted into something you can use. Given the lack of utility for stocks, I've long preferred owning real estate. Being able to touch, see, and enjoy your investment without experiencing daily volatility is a huge win. And the feel good wealth effect of […]
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The other day I made $10 winning a set of tennis at a public park. It was a funny situation because I didn't set out to make money playing tennis. It just happened. I was hitting with my long-time buddy, Richard, next to a young man and a couple of regulars. We asked them if […]
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A neighbor across the street from my rental texted me at 3:35pm on a Saturday to say something had been beeping inside my property all day and my tenants appeared to be gone. I drove over, let myself in, and found three smoke alarms stacked on the garage floor with the top one screaming away. […]
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