Gary Coleman
Known for his role on Diff’rent Strokes, in real life, he wasn’t the cute and genial guy he portrayed. The show helped him amass $18 Million, but at his death, he only had $75K to his name, something that he attributed to a misappropriation of funds by his adoptive parents and financial advisors when he was a minor. He was awarded a settlement of $1.2 Million, and never spoke to them again.
On top of all that, once his acting career dried up, Coleman had a series of legal battles due to issues with fans and domestic abuse, on top of his medical problems and mounting medical bills.