MONEY

MONEY

What A 6-Month IPO Lockup Feels Like As A Startup Employee

Before I die, I have a whole bucket list I want to get through. One item is experiencing what it’s like to be a startup employee whose company goes public..

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MONEY

The Dumbbell FIRE Investing Method To Safely Build Max Wealth

FIRE is ultimately about being set for life. You build a portfolio big enough to cover your expenses, and then your one job is to not blow it up. But.

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MONEY

Summer YOLO Fund: Permission To Spend More and Save Less

In anticipation of investing in some YC Demo Day startups, I transferred $50,000 from my Fidelity brokerage account to my Citibank checking account. This was right after I’d already wired $56,100.

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MONEY

The Incredible Satisfaction of Never Giving Up: A Lesson In Grit

Life is hard if you want to outperform average. To reach a USTA 5.0 level in tennis takes an endless amount of practice. To get promoted to Managing Director in banking, you.

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MONEY

Distribution May Be The Last Moat: 17 Years Of Financial Samurai

Back in 2012, the year I left banking and three years after I started Financial Samurai, I had a choice: run a lifestyle business or build a venture-backed company. I.

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MONEY

Risky Exit Liquidity: Why I’m Passing On The SpaceX IPO

When you were a kid, did you ever dream of growing up to be someone’s exit liquidity? Probably not. But every time you buy shares in a company IPO, that’s.

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MONEY

From Doom Loop to Boom Loop: A San Francisco Story

Living in San Francisco since 2001 is a surreal experience. I arrived a year after the dotcom bubble burst, and the city felt desolate, especially downtown where Credit Suisse was.

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MONEY

Suffer Now, Thrive Later: Relish Working Brutal Hours Early in Life

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.

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MONEY

Buying A Multi-Million Dollar Home Can Kill Your FIRE Number

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.

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MONEY

Life Is Simply One Financial Quest After Another

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.

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