Don Johnson
Don Johnson rose to prominence when he played the role of James “Sonny” Crockett in the 1980s TV series Miami Vice. Johnson’s Miami Vice won him the 1986 TV Series Actor Golden Globe Award for Best Performance. Johnson was nominated for the same award in 1987. He even earned a Golden Globe for this role. The 70-year-old star also found success when he did Nash Bridges, playing an eponymous role in the 1990s. But despite playing as a cop, the actor still found himself involved in a financial case after someone accused him in 2002.
In 2008, he almost lost his Colorado to foreclosure. Fortunately, Johnson managed to pay back the mortgage and the $14.5 million debt before the house was put into auction. With all the financial setbacks he experienced, he might still be working on his way to cope up and stand up again.