Kathryn Crosby – 88, $20 Million

With a career spanning over five decades from the 1950s to 2010, it is not surprising that Kathryn Crosby managed to amass a net worth of a jaw-dropping $20 million. We suppose that it is serving her well to be enjoying the fruits of her labor in her sunset years.

Her career in acting blossomed in her husband’s sitcom ‘The Bing Crosby Show’ in the 1960s, and she never looked back. Crosby has been a part of Broadway performances because she is a renowned singer as well as an actress. She also hosted the Crosby National Golf Tournament at ‘Bermuda Run Country Club’ for 16 years until 2001.