I recently had a zero-coupon Treasury Bill redeem in the amount of $102,000. This money is part of the 35% of my taxable brokerage portfolio that’s in bonds. Somewhere between a 60/40 and 70/30 equity/bond split is what I like to maintain at age 48, as a dual-unemployed parent alongside my wife. Given I enjoy […]
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If you decide to forsake making maximum money to become a FIRE parent or stay-at-home parent, then you had best spend more time with your kids. Otherwise, you might as well go back to the office and grind under fluorescent lights for 10 hours a day to make that sweet coin. One of the greatest […]
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If my recent posts on the mistake of chasing value stocks or the need to invest big money to make life-changing money don’t resonate, you may want to consider hiring a financial professional to manage your portfolio. Offloading the burden of investing frees up your time and energy to focus on work, family, and hobbies. […]
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Back in 2012, I thought I had finally conquered financial FOMO after walking away from my well-paying finance job. But after having children, I’ve noticed more and more relapses. That creeping desire to make more money and the struggle to feel satisfied with what I already have are troublesome. If you’ve found yourself battling the […]
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In my post, “How You’ll Feel Achieving Various Millionaire Milestones,” a commenter named Joseph shared these thoughts: “I’m fascinated by someone worth $10M or $20M not feeling wealthy. Are they hanging out with nothing but billionaires? The only other explanation is a scarcity mindset. But I suppose that mindset got them to where they are. They need […]
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Since writing about FIRE in 2009, I’ve favored investing in growth stocks over value stocks. As someone who wanted to retire early from finance, my goal was to build as large a capital base as quickly as possible. Once I retired, I could convert these gains into dividend-paying stocks or other income-generating assets to cover […]
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This type of post only surfaces during a bull market, when greed tug at us the hardest, making satisfaction elusive. Ever since making my first public equity investment in 1996, I’ve been hooked, wrestling with the constant mental tug-of-war over how to be at peace with my investment decisions. Maybe you fight the same battles. […]
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After a week of reviewing the tax-free exclusion rule for selling a rental property, I decided not to sell. I’d already used my $500,000 tax-free exclusion amount and would need to wait at least two more years before I could potentially use the full amount again. Most importantly, I’m on a mission to boost my […]
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On the latest episode of the Financial Samurai podcast, I sat down with Ben Miller, cofounder and CEO of Fundrise, for a deep dive into artificial intelligence, venture capital, and what it really takes to get into the best private company deals. Ben was in San Francisco this summer visiting various portfolio companies and trying to make […]
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When I worked in Equities at Goldman Sachs and Credit Suisse, we would occasionally bring a hot IPO deal to market. During the company roadshow, we’d take management around to meet one on one with our largest investors and clients. Sometimes the IPO was so in demand that many clients could not even get a […]
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You Can Use The Tax-Free Home Sale Exclusion Every Two Years To Save On Taxes
4:31 AMIn Spring 2025, I sold one of my properties and successfully excluded $500,000 in capital gains, tax-free, thanks to the IRS Section 121 Exclusion. For those unfamiliar, this powerful rule allows homeowners to exclude up to $250,000 in capital gains if single, or $500,000 if married filing jointly, from the sale of a primary residence—as […]
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Since starting Financial Samurai in 2009, I've encouraged folks to keep an open mind and embrace as many different perspectives as possible. So often, we get set in our ways and think our approach is the only right way to do things. But I can assure you, you're probably missing something—or could do something a […]
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