Riggs defeated Margaret Court before losing to Billie Jean King.
I think in 1992, a 40 year old Jimmy Conners and 35 year old Martina Navratilova had a pay-per-view match where Conners had only one serve and had to play the Doubles Court, Conners won easily.
Also, an ESPN show said he used the overwhelming odds favoring him, and threw the match to pay off his gambling debt.
Jimmy Connors said he bet $1 million on himself, plus that he wouldn’t lose 8 games.