Jennifer Lopez
Jennifer Lopez took a bold risk, choosing homelessness to chase her Hollywood dreams. Her mother wanted her to attend college, but JLo had other plans. Determined to make it, she moved into her dance studio, sleeping on the couch until landing her first gig just a month later.
Within a year, she was cast on In Living Color, the show that launched her career. Today, as a multi-millionaire singer and actress, it's clear her gamble paid off in a big way.