Where Are All 28 “Big Brother” Winners Now? Inside Their Lives After Winning the CBS Reality Series and Cash Prize

Adam England, Emily BlackwoodSat, October 3, 2026 at 12:30 PM UTC

0

Eddie McGee; Dr. Will Kirby; Rick DevensCredit: Evan Agostini/ImageDirect; Kevin Winter/Getty; Tiffany Rose/Getty -

Since Big Brother premiered in 2000, 28 people have taken home the grand prize

A number of former winners have competed on The Amazing Race

Others have pursued careers in entertainment, law and healthcare

Only a handful of people can say they’ve won Big Brother, and on Oct. 1, Survivor alum Rick Devens added his name to that list of champions going back more than two decades.

Based on the Dutch show of the same name, the CBS reality series follows a group of contestants — dubbed houseguests — who spend roughly three months living together cut off from the outside world. Along the way, they compete to avoid eviction until a jury of previously evicted houseguests votes to crown the winner.

While every one of the show’s 28 winners have taken a different path to the $750,000 grand prize, longtime host Julie Chen Moonves had some thoughts on what it takes to come out on top. During a 2026 panel celebrating the show’s 1,000th episode, she pointed to the season 16 winner as an example of a sound strategy.

“I think if you want to win, you got to do the Derrick Levasseur, which is you cannot have loose lips,” she said, per Parade, joking that a good player should “maybe be a little bit boring and not talk.”

From the season 1 champ to Rick Devens here’s where all 28 of the Big Brother winners are now.

Season 1: Eddie McGee

Eddie McGee on ‘Big Brother’.Credit: Monty Brinton/CBS via Getty

The winner of Big Brother‘s inaugural season in 2000, Eddie McGee has since found a career as an actor. He’s appeared in movies including the 2013 sci-fi thriller The Human Race and the 2014 drama God’s Pocket, as well as the TV show Eddie’s, in which he plays the owner of the titular bar and grill.

Most recently, he starred in 2024’s Road to Terzetto as Greg and appeared in five episodes of 9-1-1. He shared on his Instagram in 2025 that he was cast in a voice role for the audiobook The Creepy School Bus.

Season 2: Will Kirby

Will Kirby on ‘Big Brother’.Credit: Robert Mora/Getty

Will Kirby — popularly known as Dr. Will — beat Nicole Schaffrich in the final to become the second winner of the show. Since then, he’s remained a frequent sight on TV, returning for season 7 of Big Brother, winning a 2016 Big Brother special of The Price Is Rightand appearing on The Traitors season 2.

Prior to wrapping season 2 of Deal or No Deal Island, he teased that the show might be his last reality TV stint. “Nothing in life is sadder than a reality television person who doesn’t know when to retire,” Kirby told PEOPLE in January 2025. “If I’m being really transparent, I think it’s time to pass the torch.”

An aesthetic dermatologist, he has published articles, lectured at medical conventions and spoken publicly about tattoo laser removal as the chief medical officer of LaserAway.

In his personal life, he has two children, son Cash and daughter Scarlett, with his ex-wife Erin Brodie.

Season 3: Lisa Donahue

Lisa Donahue on ‘Big Brother’.Credit: Monty Brinton / © CBS / Courtesy Everett Collection

Since becoming Big Brother‘s first female winner, Lisa Donahue has worked as an actress with roles in series like Entourage, Dr. Vegas and Unhitched, per IMDb. She currently works as a photographer in Los Angeles.

She was close friends with Chadwick Boseman, paying tribute to the actor following his death in 2020. She said in a 2021 Instagram post that she had undergone a hysterectomy for stage 2 cervical and ovarian cancer.

Though Donahue hasn’t made any Big Brother appearance since winning, she did celebrate the show’s 1,000th episode. “Big Brother will always come with a whole lot of memories and emotions for me,” she captioned an August 2026 Instagram post. “But 24 years later, I can look back and be grateful for one truly unforgettable chapter of my life.”

Season 4: Jun Song

Jun Song on ‘Big Brother’.Credit: Doug Benc/Getty

After winning Big Brother season 4, Jun Song moved to the Belgian city of Ghent. There, she raises her son, Noah, and works as a content strategist.

Song was formerly the owner and chef of a Korean restaurant, Rice House, in Ghent. However, the restaurant closed in 2018, per her LinkedIn. Though she hasn’t made a career out of reality TV like some winners, she’s not opposed to returning to the Big Brother house, writing in an August 2026 Instagram post that the “time has come for a two-time BB winner.

Season 5: Drew Daniel

Drew Daniel on ‘Big Brother’.Credit: Kevin Winter/Getty

After winning Big Brother season 5, Drew Daniel embarked on an acting career appearing in the 2005 comedy-drama series Related and the 2009 romantic comedy He’s Such A Girl, according to his IMDb. He now works in probate law, per his website.

In his free time, Daniel enjoys volunteering, playing golf and following the Ohio State Buckeyes football team, according to his website.

Season 6: Maggie Ausburn

Maggie Ausburn on ‘Big Brother’.Credit: Kevin Winter/Getty

Emergency room nurse Maggie Ausburn won Big Brother season 6 over runner-up Ivette Corredero.

Though she does not use social media and has maintained a private life since winning, she made a rare appearance on her Big Brother co-star April Lewis’ Instagram in December 2025.

Season 7: Mike “Boogie” Malin

Mike “Boogie” Malin on ‘Big Brother’.Credit: Monty Brinton/CBS via Getty

After first appearing on Big Brother season 2, Mike “Boogie” Malin won season 7, All-Stars. He later returned for Big Brother season 14.

A year after winning, he appeared in the music video for Enrique Iglesias‘ “Do You Know? (The Ping Pong Song).” He later served as a mentor on VH1’s Famous Food in 2011. He also made appearances in projects like Monk, Hood of Horror and Gun, per his IMDb.

In recent years, he’s faced his fair share of legal troubles. In 2019, Malin was arrested for threatening his fellow houseguest Kirby and his family, and in 2021, he was found guilty of felony stalking related to that incident. In January 2025, he was arrested on suspicion of shoplifting in L.A. Weeks later in March 2025, he was arrested in connection with a “Criminal Contempt-Disobeying Court Order.”

Season 8: Dick Donato

Dick Donato on ‘Big Brother’.Credit: Frederick M. Brown/Getty

At 44 years old when he won, Dick Donato is the show’s oldest winner to date, entering the house alongside his daughter Daniele, who finished runner-up. The pair then returned for season 13 in 2011 before he left on the sixth day.

He later told PEOPLE that he exited the house because he found out that pre-show blood tests had revealed that he was HIV positive.

“I decided that it was time to just publicly say what I’m dealing with,” he said. “On one hand, I’m doing this for myself: I don’t want to hide anymore. On the other hand, I hope it will remind viewers to get tested, practice safe sex, all those things we know in the back of our minds but maybe don’t do.”

In 2014, he starred on season 5 of VH1’s Couples Therapy alongside his then-girlfriend Stephanie Rogness-Fischer. He now hosts the Dick at Nite show, where he discusses current Big Brother episodes, on his Patreon, and revealed in a February 2025 appearance on The Sweet Potato Podcastthat he had moved to Ireland.

Season 9: Adam Jasinski

Adam Jasinski on ‘Big Brother’.Credit: Frederick M. Brown/Getty

Adam Jasinski faced a difficult legal struggle after leaving the Big Brother house.

Three years after winning the show in 2008, he was sentenced to four years in prison on a drug trafficking charge and a concurrent term of one year for failure to pay income taxes on his $500,000 Big Brother winnings, according to the United States Attorney’s Office in Massachusetts. In his sentencing hearing, prosecutors noted that Jasinski was allegedly “responsible for distribution of 14,000 oxycodone pills.”

Since his release in 2015, Jasinski has become an addiction recovery consultant and professional interventionist, per his website. He has also released a book titled My Kid’s On Drugs, Now What?, which details resources for dealing with addiction.

Per his Instagram bio, Jasinski is also the owner and contractor at Living In Style Inc., in Florida.

Season 10: Dan Gheesling

Dan Gheesling on ‘Big Brother’.Credit: Frederick M. Brown/Getty

Dan Gheesling, who was a teacher before winning season 10, returned for Big Brother season 14, where he finished runner-up. It wasn’t his only return to the screen, however, with Gheesling also taking part in the second season of Peacock’s The Traitors.

In 2011, he married his wife, Chelsea, in Orchard Lake Village, Mich. Together they have two sons, Des and Miles, and a daughter, Celine. He currently produces gaming content on YouTube and Twitch. Though he told PEOPLE in February 2024 that Traitors was likely the last time he’d be on reality TV, Gheesling attended an event to celebrate Big Brother‘s 1,000th episode in August 2026.

Season 11: Jordan Lloyd

Jordan Lloyd on ‘Big Brother’.Credit: Monty Brinton/CBS via Getty

After Jordan Lloyd won Big Brother season 11, forming a close relationship with fellow houseguest Jeff Schroeder, she returned for the 13th season — this time with Schroeder as part of the “Returning Duos” twist. In 2023, she co-hosted the Big Brother spinoff Big Brother Reindeer Games.

In October 2009, shortly after winning Big Brother season 11, she revealed that she had begun dating Schroeder. In 2012, they moved to L.A. together, and Schroeder proposed to her in the backyard of the Big Brother house in 2014.

They wed in 2016, welcoming their older son Lawson Keith later that year in October and younger son Layton Sarti in September 2018.

The couple keep up with their Big Brother fans on their podcast, Togethermess Podcastand host a rewatch series on YouTube called Couch Jury with Jeff and Jordan.

Season 12: Hayden Moss

Hayden Moss on ‘Big Brother’.Credit: Sonja Flemmimg/CBS via Getty

Three years after winning Big Brother, Hayden Moss joined Survivor: Blood vs. Water and competed with his then-girlfriend, Kat Edorsson. He finished in seventh place.

In the past, he appeared to be a frequent traveler, posting regular photos from a range of destinations on now-private Instagram. In an October 2023 interview with The Exclusive With Sharon Sharp, Moss said that he was living in Texas and working as an entrepreneur.

Season 13: Rachel Reilly

Rachel Reilly on ‘Big Brother’.Credit: Sonja Flemming/CBS via Getty

Rachel Reilly first appeared on Big Brother season 12, where she began a romantic relationship with fellow houseguest Brendon Villegas. Neither of them won, but they returned — with Villegas as her fiancé — for the next season. Reilly won season 13 and returned in 2025 to star on season 27, where she placed ninth.

Advertisement

She has also made appearances on three seasons of TheAmazingRace and starred in season 1 of The Traitors. According to her IMDb, she works as a casting producer for shows like The Golden Bachelor and Let’s Make a Deal.

Villegas proposed to Reilly on Valentine’s Day 2011, and they married in September 2012. They have two children.

“I like to show them parts of our Big Brother season, our wedding and the other shows we’ve been on,” Reilly told PEOPLE in February 2026. “However, they don’t seem very impressed.”

Season 14: Ian Terry

Ian Terry on ‘Big Brother’.Credit: Sonja Flemming/CBS via Getty

At 21, Ian Terry became the youngest Big Brother winner in history when he won season 14.

He re-entered the house for season 22, where he finished in 11th place. He is also a keen backgammon player, representing the U.S. in the 2021 World Backgammon Team Championship in Germany.

In 2025, he was cast as a contestant on season 4 of The Traitors, but was the first player sent home. He currently works as a senior consultant for the Peloton Consulting Group, per NOLA.

Season 15: Andy Herren

Andy Herren on ‘Big Brother’.Credit: Cliff Lipson/CBS via Getty

Andy Herren became Big Brother‘s first openly gay winner when he received the most jury votes inseason 15.

He’s still heavily involved with the reality competition community, frequently posting photos with recent Big Brotherand Survivorcontestants. He lives in Chicago and marked three years of sobriety in May 2026.

Season 16: Derrick Levasseur

Derrick Levasseur on ‘Big Brother’.Credit: Johnny Vy/CBS via Getty

Levasseur was a police officer when he won season 16 in 2014, but he retired in 2017 after receiving an American Red Cross Emergency Services Hero Award for helping to save seven people from a burning building, per the organization. After leaving the police force, he founded a private investigator firm, Break Investigative Group, and has appeared on several crime TV shows.

He hosts the CrimeWeekly and DetectivePerspective podcasts, as well as The Winner’s Circle with fellow houseguest Cody Calafiore. He went on to participate in season 3 of The Traitors and, since July 2025, has hosted the bonus episode series Big Brother: Unlockedalongside Taylor Hale, which features unseen footage and expert commentary.

He married his wife Jana Donlin in 2011. They share two daughters.

Season 17: Steve Moses

Steve Moses on ‘Big Brother’.Credit: Sonja Flemming/CBS via Getty

Months after winning Big Brother season 17, Steve Moses graduated from the State University of New York at Fredonia with a degree in audio engineering, he told Entertainment Weeklyin July 2022.

He worked in audio engineering for a year and a half before becoming a franchise owner and certified senior advisor at Oasis Senior Advisors in 2019, per his LinkedIn.

Moses spent his winnings paying for tuition, investing in the stock market and purchasing his condo, he told Entertainment Weekly.

Season 18: Nicole Franzel

Nicole Franzel on ‘Big Brother’.Credit: Bill Inoshita/CBS via Getty

After winning Big Brother 18, Nicole Franzel returned for Big Brother season 22 and the Reindeer Games spinoff. Since 2017, a year after winning, she has been in a relationship with fellow season 18 houseguest Victor Arroyo, and the couple later appeared on The Amazing Race together in 2019.

They got engaged in September 2018 on an episode of Big Brother. They wed in March 2021 and welcomed their first child, a son, in July of that year. They also celebrated the arrival of twins in February 2026.

Franzel currently works as a school nurse in her hometown of Ubly, Mich., per the Huron Daily Tribune.

Season 19: Josh Martinez

Josh Martinez on ‘Big Brother’.Credit: Sonja Flemming/CBS via Getty

Since winning season 19, Josh Martinez has remained involved in the Big Brother world, attending the premiere and appearing in an episode of Big Brother season 20.

Martinez has also appeared on multiple seasons of MTV’s The Challenge and the first seasons of Netflix’s Pop the Balloon LIVE and NBC’s Destination X. In September 2026, he told PEOPLE that he would “be reckless” if CBS ever did an all-winners Big Brother season.

Season 20: Kaycee Clark

Kaycee Clark on ‘Big Brother’.Credit: Monty Brinton/CBS via Getty

After winning season 20, Kaycee Clark has also taken part in multiple seasons of The Challenge, winning season 37 in 2021. She also dated fellow The Challenge contestant Nany González. The pair got engaged in 2023 before ending their relationship in January 2025.

According to her Instagram, Clark lives in L.A., and works in personal development and fitness.

Season 21: Jackson Michie

Jackson Michie on ‘Big Brother’.Credit: Monty Brinton/CBS via Getty

After winning season 21, Jackson Michie briefly dated runner-up Holly Allen. However, broke up six months later.

Michie later entered a relationship with Caitlin Goodrich, and he proposed to her on March 14, 2023. They got married on July 7, 2023, and their first daughter the following spring. In 2026, Michie and Goodrich welcomed another little girl.

Season 22: Cody Calafiore

Cody Calafiore on ‘Big Brother’.Credit: Cliff Lipson/CBS via Getty

After being runner-up in season 16, Calafiore re-entered the Big Brother house for Big Brother season 22 and won. He then came back in 2023 for Reindeer Games and was a contestant on The Traitors that same year. He hosts the podcast The Winner’s Circle with Levasseur.

In October 2022, he announced his engagement to Cristie Calafiore, his girlfriend of seven years. They got married on Feb. 16, 2024, and welcomed their first child in February 2026.

Season 23: Xavier Prather

Xavier Prather on ‘Big Brother’.Credit: CBS

Xavier Prather won Big Brother season 23 in 2021, becoming the first Black victor in the franchise’s history. He later appeared on The Challenge and the Big Brother spinoff ReindeerGames.

Prather is a lawyer, and founded his own virtual practice, LawyerLike, in 2024. He’s also a model and is signed to the Option 1 Models agency.

On May 27, 2023, he became engaged to Kenzie Hansen. According to his Instagram bio, he also practices Muay Thai and won his first tournament when he was 30.

Season 24: Taylor Hale

Taylor Hale on ‘Big Brother’.Credit: Shawn Laws O'Neil/CBS

The only houseguest to win both the competition and the America’s Favorite Houseguest prize, Hale won season 24 in 2022. A couple of months after winning, she announced that she was in a relationship with fellow houseguest Joseph Abdin, but they broke up in April 2023.

She returned to Big Brother a year later for ReindeerGames, finishing as runner-up. Since July 2025, she’s hosted Big Brother: Unlocked alongside Levasseur and was cast in season 6 of The Traitorsin 2026.

Season 25: Jagateshwar “Jag” Bains

Jag Bains on ‘Big Brother’.Credit: Sonja Flemming/CBS

After winning Big Brother season 25 in 2023, Jagateshwar “Jag” Bains founded the real estate company New Havens in December of that year, per his LinkedIn.

In 2025, he competed and won season 38 of CBS’ The Amazing Race alongside his brother, Jas — becoming the first Sikh team to run and win, per his Instagram.

Bains announced in September 2026 that he would be competing on season 6 of The Traitors.

Season 26: Chelsie Baham

Chelsie Baham on ‘Big Brother’.Credit: Sonja Flemming/CBS via Getty

After winning Big Brother season 26 in 2024, Chelsie Baham also appeared on season 38 of The Amazing Race, taking part with her father, Jack.

She also works as a motivational speaker and strategist, according to her website, and gave her first TED Talk in April 2026. In addition, Baham has hosted The Diamonds Podcast since February 2026.

Season 27: Ashley Hollis

Ashley Hollis attends the “Survivor 50” live finale on May 20, 2026, in Los AngelesCredit: Paul Archuleta/Getty

After defeating Vince Panaro to win season 27 of Big Brother, Ashley Hollis has continued to work as an attorney, singer and TV personality, per her Instagram.

However, she’s also started pursuing a career as a content creator and changed her role on LinkedIn to match those efforts in October 2025.

Season 28: Rick Devens

Rick Devens attends “Survivor 50” All Star Contestant Panel on June 06, 2026, in Newport Beach, Calif.Credit: Tiffany Rose/Getty

Devens made Big Brother history with his season 28 win by becoming the first-ever Survivor player to win the series and the highest-earning winner the show has ever seen. Not only did he take home the $750,000 prize, but he also won $50,000 after being voted America’s Favorite Houseguest.

The former newscaster also earned $10,000 during the season in a competition.

on People

Original Article on Source

Source: “AOL Entertainment”