14 Rappers Share Their Biggest Regrets Image via Getty Images/Bobby Banks

Ja Rule

He's had a career filled with roller-coaster climbs and falls, and even recently admitted to "Taking an L" from 50 in the early aughts. But the first thing that comes to Ja Rule's mind in terms of regrets is his schooling. "There's a few things that I would've done differently in my personal life. I probably would've stayed in school and got my education."

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