Financial Samurai
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Slicing Through Money's Mysteries
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Why It’s Easier To FIRE At 35 Than At 50
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…
Live Where The Weather Is Great, Invest Where It Isn’t
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…
Venture Capital Paper Gains Aren’t Real But Still Feel Great Anyway
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…
Sandbagging As A Way Of Life To Build Greater Wealth
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 […] The post…
The Reason Insurers Won’t Insure A Vacant Home
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 e-mailed the tenants, drove over, heard the sound, let myself in, and found three smoke alarms stacked on the garage floor…
The Going Rate For Selling Your Soul In The Age Of AI
On Tuesday, September 8, 2026, an Anthropic researcher named Jacob Coxon resigned after six weeks over safety concerns and wrote about why. He said the leading labs are “racing straight to self-improving superintelligence” and gambling with everybody’s lives. The people building AI, he wrote…
How Mezzi Uncovered Over $300,000 In Hidden Stock Exposure
This summer, my new AI investment advisor, Mezzi, discovered roughly $300,000 of hidden stock exposure in Google I didn't know I had. It sounds a little absurd, given the amount. But I've been investing in Google for over 15 years, and with a complicated net worth it's hard to track everything…
In the directory since 25 Sept 2026 · last checked 25 Sept 2026 · RSS