Where Are Past ‘Amazing Race’ Winners Now?

Victor and Tammy Jih
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Victor and Tammy Jih in Season 14

Another season of The Amazing Race is officially in the books. Season 38 concluded with Big Brother alum Jag Bains and his brother, Jas Bains, crossing the finish line first and winning the $1,000,000 prize.

The season aired more than two decades after the show’s inaugural season in 2001. Ron Frisbee and Brennan Swain were the first pair to win the show, and there have been dozens of other winners in the years since.

While the win is still fresh for the Bains’ brothers, it’s been years for other former winners, many of whom now live very normal lives. In 2021, Swain celebrated the 20th anniversary of the final leg of his Amazing Race season, noting on Instagram that he and Frisbee are still best friends.

“Twenty years later, I can look back and realize what a life-changing experience it was,” he wrote, reflecting on his time on the globe-trotting reality competition. “Sure, being on TV was great. But it was the actual race and travel that affected me on a greater level.… It’s difficult to put into words how lucky I was to be a part of that first cast.”

With so much Amazing Race history behind us and another season in the books, we’re looking back at some of the show’s winners and what they’re up to now.

Rob Frisbee
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Rob Frisbee (Season 1)

Frisbee is a lawyer at Connolly & Finkel in Encino, California, where he specializes in general corporate and transactional matters. He has a son, Max, with Carman Knight, the director of global publicity for Walt Disney Studios.

Brennan Swain
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Brennan Swain (Season 1)

Swain is also a lawyer, focusing on patent and trademark law, and he enjoys snowboarding, surfing, bicycling and—believe it or not—obstacle-course racing. He’s also the godfather of Frisbee’s son.

Alex Boylan
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Alex Boylan (Season 2)

Boylan was one of the producers of Prime Video’s World’s Toughest Race: Eco-Challenge Fiji. These days, he hosts The College Tour, a docuseries about college campuses.

Reichen Lehmkuhl
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Reichen Lehmkuhl (Season 4)

Lehmkuhl, who dated Lance Bass and appeared on the reality show The A-List: New York after his Race, is the president and cofounder of LeaseLock, billed as “the world’s leading insurtech platform for real estate.”

Chip and Kim McAllister
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Chip & Kim McAllister (Season 5)

This married couple are the namesake of McAllister Real Estate in Orange County, California, where they “execute [their] win/win strategies and experience” with each client.

Tyler McNiven
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Tyler McNiven (Season 9)

McNiven cofounded the meal kit delivery service Sun Basket, and last year, he and his brothers took over ownership of Buck’s, a restaurant in Woodside, California, following their parents’ retirement.

Tammy and Victor Jih
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Tammy & Victor Jih (Season 14)

This brother-and-sister duo are both lawyers: She works for Alphabet, Google’s parent company, and he works for the Los Angeles law firm Wilson Sonsini.

Josh Kilmer-Purcell and Brent Ridge
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Josh Kilmer-Purcell & Brent Ridge (Season 21)

This couple, married for ten years now, own Beekman Farm, a goat farm in Sharon Springs, New York, and Beekman 1802, a skincare brand. Kilmer-Purcell and Ridge previouslystarred in the Planet Green reality series The Fabulous Beekman Boys.

Bates and Anthony Battaglia
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Bates & Anthony Battaglia (Season 22)

These hockey-playing brothers just opened Teets, a mobster-themed bar in Raleigh, North Carolina. They named the establishment after their grandfather Sam “Teets” Battaglia, an associate of Al Capone.

Jason Case and Amy Diaz
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Jason Case & Amy Diaz (Season 23)

Diaz and Case tied the knot in 2015, and they welcomed their fourth child, a daughter named Jaclyn, earlier this year. Diaz, a former beauty queen, also works as a motivational speaker and a pageant coach.

Jessica and Cody Nickson
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Jessica & Cody Nickson (Season 30)

This pair wed in 2018 and now have five kids together. Jessica is the owner of the apparel brand it’sNOMB (which stands for It’s None of My Business), while Cody is the author of The Last Fitness Strategy: Lose the Fat for Good.

Kim and Penn Holderness
Kim Holderness/Instagram

Kim and Penn Holderness (Season 33)

Yes, Kim and Penn Holderness are still together, and continuing to run their media empire. They have a company called Holderness Media Productions and continue to share their lives with fans via online videos.

The couple revealed that they used their prize money to pay off taxes and set some aside for their kids’ college funds, while also donating and sharing some of it.

Carson McCalley and Jack Dodge

Carson McCalley and Jack Dodge (Season 37)

The Season 37 winners host the Dweeb Town podcast and also run an interactive Dungeons & Dragons game. They reportedly plan to use the Amazing Race prize money to create a board game.