Kirstie Alley, 68 – $40 Million
At 68, Kirstie Alley looks incredible whether or not she goes au-naturel. We know her best from her role in the late ’80s sitcom Cheers. These days, she’s known for her long quest to shed excess pounds and she found success with Jenny Craig.
Alley even featured as a fat version of herself on the sitcom, Fat Actress, which is loosely based on her personal life. She went on to launch a line of vitamins and supplements through Organic Liaison with Jenny. In 2018, she participated in the reality competition show Celebrity Big Brother and placed 2nd.