Gary Busey
Gary Busey is one of the few actors in existence that is literally exclusively hired to play the "crazy guy" character. After a car accident left him terribly injured, and an advanced form of cancer was discovered in the hospital on the same day, the jobless Busey immediately fell into horrific medical debt. He is still in the process of paying off those bills, and every role he plays helps.
Lindsay Lohan
Reckless early adulthood full of partying and riddled with unchecked addiction forced Lohan to file for bankruptcy in 2012. She attempted to regain her lost cash by making and releasing a pop album, which flopped and actually ended up putting her further into the hole. In 2018, Lohan talked about her finances in an interview. She revealed that she had turned her life around and was worth $800,000 at the time.
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