Doris Day
Net Worth: $200 million*
Year of Retirement: 1975
Where Are They Now: Deceased
We all remember Doris Day from the classic 1953 film Calamity Jane, and while she was a well-known actress, her life wasn’t always easy. Day had four husbands and was left absolutely broke after the third, when she discovered that he and his business partner had wasted all of her savings from her performing days. Furthermore, her only son, Terry Melcher, was known to have ties to Charles Manson, which ruined his reputation. Day, on the other hand, was deeply committed to animal welfare and spent the most of his post-retirement time caring for stray and abandoned animals. She even opened one of the country’s first pet-friendly hotels.

Doris Day