1988: Sonny Bono Elected Mayor Of Palm Springs, California

Palms Springs Mayor Sonny Bono in 1991. Source: Paul Harris / Contributor / Getty Images

As mayor of Palm Springs, Sonny Bono added a new chapter to a life that had included pop stardom with then-partner Cher ("I Got You Babe"), Vegas success and TV-show fame. After leaving the entertainment business, for the most part, in the ‘80s he became a restaurateur in Palm Springs, California. A run-in with the city council over the size of his restaurant and a renovation that he wanted to make inspired him to run for mayor in order to make the city more business friendly. Over his four years in office (1988-92), he learned on the job while making a few important changes to the city.