The Problem With Investing In Venture Capital When Older
To outperform the masses, we must take more risk than average. One way to do so is to invest in venture capital. However, venture capital...
A FIRE Investor With No Paycheck Cannot Afford to Be Too Wrong
I get investments wrong all the time. Losing money is part of the game. But after I FIRE’d in 2012, the math changed. With no...
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...
How to Use Bad Housing Data to Negotiate a Lower Price
In real estate, money is made on the purchase, not the sale. That means every dollar you negotiate off the asking price is a dollar...
Retire Before Your Kids Leave Home, Not After
I recently received a great comment on my post, Why All Rich People I Know Still Have Life Insurance. It was the last line that stood out....
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,...
How To Overcome Financial Despair For Good
I vividly remember sophomore year of college. It was 10:30pm and I was leaving my girlfriend’s apartment by car. Instead of coming to...
Why Every Rich Person I Know Still Has Life Insurance
Here’s something I’ve noticed: the loudest voices arguing against life insurance after financial independence almost always...
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...
Of Course $10 Million Is Enough To Retire Early, Don’t Be Crazy
At a poker game recently, I heard one of the saddest things I’ve encountered in a while: “$10 million is not enough to retire...