Dr. Will Kirby won Big Brother in season 2, which originally aired in 2001. He was crowned the winner at the end of that season, defeating Nicole Nilson Schaffrich in the finale with a final jury vote of five to two.
Additional context: In the recent Big Brother 27 finale in 2025, Dr. Will Kirby was revealed as the Mastermind behind a game twist, but he was not the winner of that season. The winner of season 27 was Ashley Hollis.
