The Amazing Race is an adventure-filled reality TV show in which teams of two race around the world against other teams.
The race is divided into teams tasked with deducing clues, navigating foreign regions, interacting with people, and completing physical and mental tasks that frequently showcase aspects of a location’s culture, history, or economy.
Teams travel by airplanes, helicopters, trucks, bicycles, cars, trains, buses, boats, and foot during the race.
After each challenge, teams are removed progressively for being the last to arrive at predetermined pit stops until only three teams remain.
The grand prize is granted to the first team to cross the finish line.
The Amazing Race Season 1 Winners: Rob Frisbee & Brennan Swain
Year: 2001
Grand Prize: $1 Million
Rob Frisbee & Brennan Swain were the winners of the first season. After all these years, the first winners remain best friends.
While Brennan works at a law firm in Los Angeles, Rob is an attorney who also writes for T.V. and movies.
Brennan was the best man at Rob’s wedding in 2017 and is Max’s godfather.
The Amazing Race Season 2 Winners: Chris Luca & Alex Boylan
Year: 2002
Grand Prize: $1 Million
After winning the second season of the series, Chris lived in Florida with his wife, whom he married in 2004.
In 2019, Alex married Katie Erlandson.
Since 2020, he has worked as an Emmy-nominated television producer and has hosted Amazon’s The College Tour.
The Amazing Race Season 3 Winners: Flo Pesenti & Zach Behr
Year: 2002
Grand Prize: $1 Million
Flo dated fellow contestant Drew Riker for seven years after the race until parting in 2009.
She later dated T.V. anchor Dan Abrams, with whom she had a son in 2012.
She is MacAndrews & Forbes’ vice president of public relations.
Zach married documentary filmmaker Elyse Steinberg in 2008, and the couple welcomed their first child in 2012.
The Emmy winner is currently The History Channel’s vice president.
The Amazing Race Season 4 Winners: Reichen Lehmkuhl & Chip Arndt
Year: 2003
Grand Prize: $1 Million
The couple, who made history by becoming the first gay couple to win The Amazing Race, broke up six months after the show ended in 2002.
Reichen dated Lance Bass briefly in 2006, but the couple split the following year.
In 2013, Reichen attended law school and founded his own company, LeaseLock.
Chip, for his part, was very engaged in the LGBT community after his victory, becoming the state of Florida’s first out gay male to cast an electoral vote.
Since 2013, he has served as the EVP of Flimp Communications.
The Amazing Race Season 5 Winners: Chip & Kim McAllister
Year: 2004
Grand Prize: $1 Million
Following their victory, the married pair began touring as motivational speakers. PeopleStar FilmWorks was formed by the couple, who work as brokers for The McAllister Real Estate Group.
The Amazing Race Season 6 Winners: Freddy Holliday & Kendra Bentley
Year: 2004 – 2005
Grand Prize: $1 Million
The couple, who became engaged while competing in 2004, married in 2005 and went on to have two children.
The models later divorced, and Freddy remarried in 2015, but he maintains his personal life private.
Meanwhile, Kendra works as a model and has appeared on numerous magazine covers.
The Amazing Race Season 7 Winners: Uchenna & Joyce Agu
Year: 2005
Grand Prize: $1 Million
After winning Season 7, the then-married couple returned to compete in the 2007 All-Stars, finishing fifth.
They announced their split in 2011 but stated that they remained friends.
Uchenma is currently a motivational speaker.
The Amazing Race Season 8 Winners: The Linz Family
Year: 2005
Grand Prize: $1 Million
The first family edition of the show featured siblings Nick, Alex, Megan, and Tommy Linz, who won season 8.
They notably returned half of their winnings to their parents, who later updated their current situation.
Nick is married with children and lives in Cincinnati; Alex is also married with a child and works at Tripack with Nick.
Megan is also married and has children, is a stay-at-home mother.
Tommy is a salesman in Orange County.
The Amazing Race Season 9 Winners: B.J. Averell & Tyler MacNiven
Year: 2006
Grand Prize: $1 Million
Tyler won a small role in “The Pursuit of Happyness” film after competing alongside his best friend James and then went on to open restaurants with his brother.
In September 2015, he married Kelly Hennigan, and they had one child. B.J. is also an actor, having been on CSI, Weeds, and several independent films.
The Amazing Race Season 10 Winners: Tyler Denk & James Branaman
Year: 2006
Grand Prize: $1 Million
After winning with his model best friend, James became a photographer and married art director Elaina Bellis. In 2016, the couple gave birth to twins.
Tyler isn’t active on any social media platforms as of the present.
The Amazing Race Season 11 Winners: Eric Sanchez & Danielle Turner
Year: 2007
Grand Prize: $1 Million
Eric and Danielle were on opposite teams in Season 9 but began dating after meeting on the show.
They returned for All-Stars season 11 and won.
They split up after the season ended, owing to their distance.
Eric later stated they were very far-off emotionally when the race began.
Danielle later married construction worker Christopher Stout, with whom she has three children.
She is a real estate agent in New York, and Eric is a sales representative for Southern Jet in Florida.
The Amazing Race Season 12 Winners: T.K. Erwin & Rachel Rosales
Year: 2007 – 2008
Grand Prize: $1 Million
The pair, who participated as a couple, split up one year after winning the twelfth season of the competition.
T.K. isn’t active on social media, but Rachel, a dancer, and choreographer, got engaged last September 2021.
The Amazing Race Season 13 Winners: Nick & Starr Spangle
Year: 2007 – 2008
Grand Prize: $1 Million
Since their appearance on the show, the brother and sister duo has maintained their success in the completion.
Nick married in 2013 and had two children.
He then appeared on a Broadway musical.
Starr married Tyler Rey in 2013 after overcoming a lymphoma diagnosis in 2010.
She now works for Facebook’s Change Management and Global Recruiting Operations.
The Amazing Race Season 14 Winners: Tammy & Victor Jih
Year: 2009
Grand Prize: $1 Million
After Tammy and Victor won Season 14, Tammy worked with Google for several years and married Mark John Murray; the couple then had two children.
In 2015, Victor partnered with a Los Angeles law firm and began teaching at UCLA.
The Amazing Race Season 15 Winners: Meghan Rickey & Cheyne Whitney
Year: 2009
Grand Prize: $1 Million
The couple, who’ve been dating for several years, Meghan and Cheyne, won the fifteenth season of The Amazing Race, married in May 2011, and had two children.
Cheyne is the senior manager at the Rescue Social Change Group in San Diego, while Meghan works in public relations for True Photography.
The Amazing Race Season 16 Winners: Dan & Jordan Pious
Year: 2010
Grand Prize: $1 Million
Dan Pious moved to Chicago after miraculously winning Season 16 alongside his brother and now works in merchandising for Ulta Beauty.
As for Jordan married in 2018 and worked for Reebok Crossfit Back Bay in Boston.
The Amazing Race Season 17 Winners: Nat Strand & Kat Chang
Year: 2010
Grand Prize: $1 Million
Years after winning the seventeenth season of The Amazing Race, the duo, both doctors before the race, remained closely as best friends.
Nat married and had two children and continues to pursue diabetes awareness, while Kat is a physician who also had married and has two children.
The Amazing Race Season 18 Winners: LaKisha & Jennifer Hoffman
Year: 2011
Grand Prize: $1 Million
In season 18 of The Amazing Race, the sister pair won the $1 million prize on their second appearance on the series.
Jen, an ESPN commentator, married Ryan Fowler in 2020, and the couple had a kid.
On the other hand, since 2017, Kisha has served as the associate principal of school culture in Richmond, California.
The Amazing Race Season 19 Winners: Ernie Halvorsen & Cindy Chiang
Year: 2011
Grand Prize: $1 Million
Ernie Halvorsen & Cindy Chiang became the winners of the nineteenth season of the series and eventually married in 2012 and had three sons.
Ernie has been with the Kraft Heinz Company since 2014, while Cindy has been with Google since 2015.
The Amazing Race Season 20 Winners: Rachel & Dave Brown, Jr
Year: 2012
Grand Prize: $1 Million
One year after their victory in the twentieth season of The Amazing Race, the couple called it quits and divorced. Rachel remarried Chad Weiss, and Dave welcomed a son back in 2019.
The Amazing Race Season 21 Winners: Josh Kilmer-Purcell & Brent Ridge
Year: 2012
Grand Prize: $1 Million
Josh Kilmer-Purcell & Brent Ridge won the twenty-first season of the show and have married after that.
They developed The Beekman 1802 Magazine and, later, the Beekman 1802 lifestyle brand.
The Amazing Race Season 22 Winners: Bates & Anthony Battaglia
Year: 2013
Grand Prize: $1 Million
Bates & Anthony Battaglia won the twenty-second The Amazing Race series in a magnificent and flawless run.
Both of these brothers presently lives in Raleigh, North Carolina.
Bates owns Lucky B’s bar, while Anthony is a firefighter and a co-owner of Axes and Ales.
The Amazing Race Season 23 Winners: Jason Case & Amy Diaz
Year: 2013
Grand Prize: $1 Million
Jason Case & Amy Diaz won The Amazing Race with a spectacular yet fun-filled experience in its overall glory.
The couple married in 2015, and they have three children. Amy works as a host and motivational speaker while her husband manages Case Snow Management, Inc.
The Amazing Race Season 24 Winners: Dave & Connor O’Leary
Year: 2014
Grand Prize: $1 Million
Following their victory in The Amazing Race season 24, the father-son team went on to have a string of triumphs.
Connor, a professional cyclist in Europe as a teenager and survived testicular cancer, created an adventure bag company alongside his father.
He now has a single daughter.
The Amazing Race Season 25 Winners: Amy DeJong & Maya Warren
Year: 2014
Grand Prize: $1 Million
Amy DeJong & Maya Warren won the twenty-fifth season of the series with courage and determination through obstacles.
Following the conclusion of the season, these best friends graduated.
Amy is a food structure scientist, and Maya works at Cold Stone Creamery’s research department.
The Amazing Race Season 26 Winners: Laura Pierson & Tyler Adams
Year: 2015
Grand Prize: $1 Million
After winning the million-dollar grand prize of the twenty-sixth season, Laura returned to her job as an executive producer of talent at Hallmark while Tyler works at CertifID.
The Amazing Race Season 27 Winners: Kelsey Gerckens & Joey Buttitta
Year: 2015
Grand Prize: $1 Million
Kelsey Gerckens & Joey Buttitta won the competition as a couple. They got married in August 2017 and had their first child last 2019.
Both of them continue to work for KEYT NewsChannel 3 in California.
The Amazing Race Season 28 Winners: Dana Borriello & Matt Steffanina
Year: 2016
Grand Prize: $1 Million
The YouTubers, Dana Borriello & Matt Steffanina, won The Amazing Race and were engaged while in the competition.
They eventually got married but had divorced in 2016.
Both have maintained their dance careers since then.
The Amazing Race Season 29 Winners: Brooke Camhi & Scott Flanary
Year: 2017
Grand Prize: $1 Million
Brooke Camhi & Scott Flanary won The Amazing Race with an unexpected victory.
After that, Scott returned to his job as a recruiting manager in North Carolina, while Brooke continued to work as a legal correspondent
The Amazing Race Season 30 Winners: Cody Nickson & Jessica Graf
Year: 2018
Grand Prize: $1 Million
The couple, Cody Nickson & Jessica Graf, who participated in The Amazing Race, was able to take home the grand prize.
They had only recently begun dating before winning the race and had since married in 2018.
They now have two children.
The Amazing Race Season 31 Winners: Colin Guinn & Christie Woods
Year: 2019
Grand Prize: $1 Million
The couple, namely Christie Woods and Colin Guinn, who initially appeared on the fifth season, returned for this season and won $1 million in the process.
Christie is still a spiritual relationship coach, while Colin is a software entrepreneur.
The couple married and had two sons; they live in Austin, Texas.
The Amazing Race Season 32 Winners: Will Jardell & James Wellington
Year: 2020
Grand Prize: $1 Million
Will Jardell & James Wellington are a gay couple who participated and won The Amazing Race while getting engaged almost before the race was over.
One year later, the couple married in a New Orleans.
The Amazing Race Season 33 Winners: Kim & Penn Holderness
Year: 2022
Grand Prize: $1 Million
Th YouTube stars won the recent season of The Amazing Race, which has just ended days ago.
The now have a daughter named Lola and a son named Penn Charles.
They have since continued their YouTube career after the competition.
The Amazing Race Season 34 Winner? Who Will it Be?
