Mark Cuban says he only felt successful for the first time at age 28: My dad ‘broke down in tears and started sobbing’

Billionaire investor Mark Cuban vividly remembers the moment he finally felt successful — because he spent so many years beforehand trying to stave off being flat broke.

In his 20s, Cuban shared a three-bedroom apartment with five roommates and used grocery store hacks to pinch pennies. Fired from a tech sales job, he started a software company called MicroSolutions that gained momentum quickly — $15,000 in revenue in its first two months, Cuban recently told GQ — until his secretary stole $82,000 from its bank account, leaving just $2,000 behind.