1) 50 Cent
Despite his strong reputation in music and acting, 50 Cent filed for bankruptcy in 2015 after accumulating millions in debt. This was an unexpected turn for the rapper-turned-actor, who was often perceived as financially savvy and entrepreneurial, especially with his successful show, Power.
However, he partially blames that on his headphone company, SMS Audio, and the legal costs associated with the vast lawsuit brought against him by Rick Ross's ex-girlfriend.
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Edited by Sezal Srivastava