#11. Chingy | Net Worth: $10 million

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Chingy didn’t completely fall out of the game. The rapper is still fully active with is record label Fully Deck and his crew. Although he is not in the spotlight like he used to be, the mid-west superstar had such intense record sales that would put him in a position where being broke is virtually non-existent. Chingy was so successful in his run at fame that the amount he accumulated through that period of time would still put him in the baller seat.