The Ultimate List Of Big Brother US Winners (Seasons 1–27): Where Are They Now And Who Mastered The Game?

The Big Brother house has been the stage for some of the most dramatic, strategic, and controversial moments in reality television history for over two decades. As of December 2025, the show has crowned 27 regular season champions, each walking away with a life-changing grand prize—currently sitting at $750,000.

The journey to become a Big Brother winner is an intense 80-to-100-day social experiment that requires a rare combination of physical dominance, cunning social strategy, and a little bit of luck. From the original mastermind, Dr. Will Kirby, to the most recent champion, Ashley Hollis, this is the definitive, up-to-date look at every winner, their legacy, and what they’re doing today.

Complete Big Brother US Winners List: Season 1 to Season 27

The list of Big Brother US champions is a testament to the show's evolution, moving from the audience-voted format of Season 1 to the jury-based strategic game we know today. This full list includes every regular season winner, culminating with the most recent victory in 2024.

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• Season 1 (2000): Eddie McGee
• Season 2 (2001): Dr. Will Kirby (The first true strategist)
• Season 3 (2002): Lisa Donahue
• Season 4 (2003): Jun Song (The Queen of the "Floaters" strategy)
• Season 5 (2004): Drew Daniel
• Season 6 (2005): Maggie Ausburn
• Season 7: All-Stars (2006): Mike "Boogie" Malin
• Season 8 (2007): Evel Dick Donato
• Season 9 (2008): Adam Jasinski
• Season 10 (2008): Dan Gheesling (Considered one of the greatest players)
• Season 11 (2009): Jordan Lloyd
• Season 12 (2010): Hayden Moss
• Season 13 (2011): Rachel Reilly (The competition beast)
• Season 14 (2012): Ian Terry
• Season 15 (2013): Andy Herren
• Season 16 (2014): Derrick Levasseur (The perfect game strategist)
• Season 17 (2015): Steve Moses
• Season 18 (2016): Nicole Franzel
• Season 19 (2017): Josh Martinez
• Season 20 (2018): Kaycee Clark
• Season 21 (2019): Jackson Michie
• Season 22: All-Stars (2020): Cody Calafiore
• Season 23 (2021): Xavier Prather (First Black winner in a regular season)
• Season 24 (2022): Jag Bains (First Sikh winner)
• Season 25 (2023): Matt Klotz (First Deaf winner)
• Season 26 (2024): Chelsie Baham
• Season 27 (2024): Ashley Hollis (The current reigning champion)

The Strategic Masters: Big Brother Winners Who Redefined the Game

While every winner is a champion, a select few have earned a legendary status for their masterful gameplay, permanently influencing how future houseguests approach the game. These are the players whose names are synonymous with strategic dominance and high-level social manipulation.

Dr. Will Kirby: The Original Alliance Architect (BB2)

Dr. Will Kirby, the winner of Big Brother 2, is often credited with inventing the strategic game. He was the first player to successfully form a dominant alliance, the iconic "Chilltown," alongside Mike "Boogie" Malin, and openly admit to manipulating his fellow houseguests—yet still won the jury vote.

Today, Dr. Will has leveraged his reality TV fame into a highly successful professional career. He is a board-certified aesthetic dermatologist and an Associate Clinical Professor of Dermatology. He is also the Chief Medical Officer for a national laser and skin care company, demonstrating that his strategic mind extends far beyond the confines of the *Big Brother* house.

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Dan Gheesling: The Funeral and the Flawless Return (BB10)

Dan Gheesling's victory in Big Brother 10 is a masterclass in social and strategic maneuvering. His most legendary move, "Dan's Funeral" in *Big Brother 14*, saw him deliver a tearful, fake eulogy for his game, only to use the emotional moment to save himself from eviction and turn the house against his opponents.

After his two appearances, Dan has an estimated net worth of up to $5 million, thanks to his career as a reality television personality and a highly popular Twitch streamer, where he plays video games and connects with a massive online audience. He is universally regarded as one of the greatest Big Brother players of all time.

Derrick Levasseur: The Undercover Detective (BB16)

Derrick Levasseur, a former police detective, played arguably the most "perfect game" in *Big Brother* history during Season 16. He was never nominated for eviction and controlled nearly every vote from behind the scenes, masterfully hiding his strategic influence from the other houseguests and the jury.

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Derrick has successfully parlayed his detective skills and TV fame into a thriving post-show career. He is now a high-profile Private Investigator, a host for true crime shows like *Breaking Homicide*, and a successful true crime podcaster. His ability to build trust and gather information, which won him the $500,000 prize, is now the foundation of his professional brand.

The New Era of Champions: From The Cookout to Ashley Hollis

The most recent seasons of Big Brother have seen a shift toward more socially conscious and diverse gameplay, with winners often representing historic firsts for the show.

The Cookout Alliance and Milestone Victories

Big Brother 23 marked a monumental moment when Xavier Prather became the first Black winner of a regular US season, following the successful execution of "The Cookout" alliance. The alliance, which included Tiffany Mitchell and Kyland Young, had the singular goal of ensuring a Black houseguest won the season, a powerful moment for the show’s legacy.

This trend of milestone victories continued with Jag Bains (BB24), the first Sikh winner, and Matt Klotz (BB25), the first Deaf winner, showcasing the evolving representation within the reality competition landscape.

Ashley Hollis: The Latest Champion and Underdog Story (BB27)

The most recent champion, Ashley Hollis, an attorney from New York City, won Big Brother 27 in late 2024, securing the increased $750,000 grand prize.

Ashley's victory was a classic underdog story. She was ostracized early in the game, but her strategic mind and ability to win key competitions late in the season allowed her to survive. She defeated Vince Panaro in a 6-1 jury vote, with the jury respecting her sharp, lawyer-like arguments and ultimate control of the final eviction.

Since her win, Ashley has returned to her legal career, though she remains active in the Big Brother community. Her win solidifies the pattern that in the modern game, a strong final plea and a compelling narrative can often outweigh a perfect resume, especially when paired with a dominant endgame performance.