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Financial Despair Is When You End Up Paying Money To Work

Once both our children began school full-time in 2024, my wife and I had more…

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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…

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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…

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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…

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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.…

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The Going Rate For Selling Your Soul In The Age Of AI

On Tuesday, September 8, 2026, an Anthropic researcher named Jacob Coxon resigned over safety concerns…

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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…

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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…

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The Hidden Costs Of Buying A New Car Nobody Warns You About

Happy Labor Day weekend everyone. Perhaps some of you are in the market for a…

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The Sting Of Not Being Recognized, And How You Cure It

I'm reading a great little book called The Practice Of Not Reacting by Ryushun Kusanagi. The publisher…

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