MONEY

MONEY

A Tax Identification System For Determining Your Level of Freedom

Ever since two park rangers approached me at an empty public court while I was teaching my own children tennis, I’ve been thinking about how to make sure it doesn’t.

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MONEY

Real Adults Are Not Financially Dependent On Their Parents

One of my biggest fears as a parent is raising kids who can’t launch into adulthood on their own. My hope is that by 26, three years after college to.

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MONEY

How Much A Family Needs To Earn To Live Comfortably By City

Back in 2018, I wrote that households need to earn $300,000 a year to live a middle-class lifestyle in an expensive coastal city. The internet was not pleased. I was called out.

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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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