Dean Martin: ~ $30 million

To this day, many years after his death, Dean Martin remains a legend both in Hollywood and in the music industry. In fact, he was fondly dubbed as “The King of Cool,” a title that has remained his own through the years. A member of the famed “Rat Pack,” Dean is best remembered for starring in his own show, The Dean Martin Show, as well as for headlining some of the most memorable musical shows in the last century. By the time he died of lung cancer in 1995 after his cancer treatment failed, he was worth $30 million.

Bill Cosby: ~ $400 Million

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Just like other famous comedians, Bill Cosby’s career started with stand-up gigs in bars and clubs. He rose to fame and became a household name because of the television show The Bill Cosby Show and The Cosby Show. The comedian, beloved to fans and looked up to by many as a ‘TV father figure’, was accused of indecent misconducts by many women, starting from 2014. In 2018, he was finally convicted and imprisoned for indecent assault. At the time of his arrest, the comedian had an estimated net worth of $400 million.

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