Over the years, there have been many successful Big Brother players to move into the famous house in an effort to win the cash grand prize, but there's never been a two-time winner. Big Brother has 24 impressive winners since its start in 2000 who have only won once. There have been multiple opportunities for a player to become the first ever houseguest to win the game twice; however, they've seemingly always come just short of earning the impressive title.

https://screenrant.com/big-brother-winners-potential-1st-two-time-winner/