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What Happens After I’ve “Made It”


  

I grew up ridiculously poor.

By the time I was 19, I founded my first startup, with less than $20 in the bank. I chose the one career that could somehow make me way, way poorer.

Within the first year I had racked up over $100,000 in personal debt, which took me from "poor" to "infinitely poor.” Today we call that college debt.

Sometimes "The Bet" Pays off

Within a few years some of the startup bets I had made began paying off.

Before I knew it, I was shopping for exotic cars, a new home (I was still living in a campus apartment at the time) and writing a single check to payoff all my college debt (a smaller check since I dropped out so quickly).

In my mind, I had made it.

But then a funny thing happened... nothing. Nothing at all. I woke...


 
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