Career Timeline of Drew Carey: Major Achievements and Milestones

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Drew Carey

Discover the career path of Drew Carey, from the first major opportunity to industry-changing achievements.

Drew Carey is an American comedian, actor, and game show host. He rose to prominence through stand-up comedy before starring in his own sitcom, The Drew Carey Show, and hosting Whose Line Is It Anyway?. He has also appeared in films, television series, and other media. Since 2007, Carey has hosted the CBS game show The Price Is Right.

1980: Drew Carey Enlisted in the United States Marine Corps Reserve

In 1980, Drew Carey enlisted in the United States Marine Corps Reserve, serving for six years.

1983: Drew Carey Moved to Las Vegas

In 1983, Drew Carey moved to Las Vegas, Nevada, where he worked as a bank teller and a waiter at Denny's.

1985: Drew Carey Started His Comedy Career

In 1985, Drew Carey began his comedy career after being encouraged to learn joke writing.

1988: Drew Carey Competed in Star Search

In 1988, Drew Carey gained national exposure by competing in Star Search.

November 1991: Drew Carey Appeared on 'The Tonight Show Starring Johnny Carson'

In November 1991, Drew Carey appeared on "The Tonight Show Starring Johnny Carson", leading to an invitation to sit on the couch next to Carson, which was a rare honor.

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1993: Drew Carey's Role in Coneheads

In 1993, Drew Carey had a small role in the film Coneheads as a taxi passenger.

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1993: Drew Carey's first appearance in Coneheads

In 1993, Drew Carey had his first film appearance in Coneheads.

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1994: Drew Carey Co-Starred in The Good Life

In 1994, Drew Carey co-starred with John Caponera in "The Good Life", a short-lived sitcom on NBC.

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1994: Drew Carey Wrote Stand-Up Comedy Special

In 1994, Drew Carey wrote and released his own stand-up comedy special, "Drew Carey: Human Cartoon", which aired on Showtime and won a CableACE Award for Best Writing.

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September 13, 1995: The Drew Carey Show Premiered

On September 13, 1995, "The Drew Carey Show" premiered on ABC, revolving around a fictionalized version of Carey.

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1997: Publication of Autobiography

In 1997, Drew Carey published his autobiography, Dirty Jokes and Beer: Stories of the Unrefined, detailing his childhood, father's death, experiences with molestation and depression, suicide attempts, and college years.

Dirty Jokes and Beer: Stories of the Unrefined
Dirty Jokes and Beer: Stories of the Unrefined

November 1998: A&W Contract Cut Short

In November 1998, Drew Carey's contract with A&W Food Services of Canada was cut short after an episode of The Drew Carey Show featured McDonald's. Carey subsequently sued A&W for compensation.

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1998: Drew Carey Began Hosting 'Whose Line Is It Anyway?'

In 1998, Drew Carey began hosting the American version of the improvisational comedy show "Whose Line Is It Anyway?". Also in 1998, the New York Friars' Club made Carey the newest inductee of the group's Comedy Central Roast, and his income led to his inclusion on the Forbes list of highest-paid entertainers.

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1999: Sounds Dangerous! Debuted at Disney-MGM Studios

In 1999, "Sounds Dangerous!", a 12-minute attraction starring Drew Carey, debuted at Disney's Hollywood Studios (then Disney-MGM Studios).

1999: Drew Carey appeared in "Weird Al" Yankovic's music video

In 1999, Drew Carey made a cameo appearance in "Weird Al" Yankovic's music video for "It's All About the Pentiums".

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May 2, 2000: Charitable Winnings on Who Wants to Be a Millionaire

On May 2, 2000, Drew Carey selected the Ohio Library Foundation to receive his $500,000 winnings on a celebrity edition of Who Wants to Be a Millionaire.

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2000: Drew Carey in Geppetto

In 2000, Drew Carey appeared in the television film "Geppetto", which debuted on The Wonderful World of Disney. He took singing lessons to prepare for the role.

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2000: Drew Carey in The Sims Computer Game

In 2000, Drew Carey made a cameo appearance in the House Party expansion pack of the computer game, The Sims.

January 21, 2001: Drew Carey Entered Royal Rumble

On January 21, 2001, Drew Carey entered the Royal Rumble match as Vince McMahon's guest entrant.

2001: Participation in the WWE Royal Rumble

In 2001, Drew Carey was the first television actor to participate in the World Wrestling Federation's 30-man "Royal Rumble" match to promote an improv comedy pay-per-view. He eliminated himself from the match to avoid a confrontation with Kane.

2002: Drew Carey Entertained at White House Correspondents' Dinner

In 2002, Drew Carey provided the entertainment for the Annual White House Correspondents' Dinner.

September 2003: Drew Carey Led Comedy Tour of Iraq

In September 2003, Drew Carey led a group of comedians on a comedy tour of Iraq.

2003: World Poker Tour Celebrity Edition

In 2003, Drew Carey competed in the first celebrity edition of the World Poker Tour, placing fifth and winning $2,000 for his charity.

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2004: Drew Carey Co-Produced and Starred in Drew Carey's Green Screen Show

In 2004, Drew Carey co-produced and starred in "Drew Carey's Green Screen Show", a spin-off of Whose Line Is It Anyway? for the WB's prime time schedule.

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2004: Drew Carey Appeared in Fountains of Wayne's Video

In 2004, Drew Carey made a cameo appearance in Fountains of Wayne's video for "Mexican Wine".

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2005: Drew Carey's Green Screen Show Picked Up by Comedy Central

In 2005, "Drew Carey's Green Screen Show" was picked up by Comedy Central after being canceled by the WB.

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2005: Drew Carey Appeared in Three Films

In 2005, Drew Carey appeared in three films: the animated film Robots, where he provided the voice for the character Crank; The Aristocrats; and the documentary Fuck.

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June 8, 2006: Drew Carey's Sporting Adventures Debuted

On June 8, 2006, Drew Carey's Sporting Adventures debuted on the Travel Channel.

August 12, 2006: First Pitch and Bobblehead Day

On August 12, 2006, Drew Carey threw the first pitch at a Cleveland Guardians game against the Kansas City Royals and was honored with a personal bobblehead doll.

2006: Cancellation of Whose Line Is It Anyway?

In 2006, "Whose Line Is It Anyway?", hosted by Drew Carey, was canceled after 220 episodes.

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2006: Attending the FIFA World Cup as a Press Photographer

In the summer of 2006, Drew Carey attended the FIFA World Cup in Germany, working as a press photographer under the pseudonym Brooks Parkenridge for his television show, Drew Carey's Sporting Adventures. His images were sold via wire services.

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June 2007: Challenge to Beat Him at FIFA Soccer 07 for Charity

In June 2007, Drew Carey offered to donate up to $100,000 to the Mooch Myernick Memorial Fund if anyone could beat him at the video game FIFA Soccer 07 for the Xbox 360. He ended up donating $160,000.

Xbox 360 250GB Slim Console - (Renewed)
Xbox 360 250GB Slim Console - (Renewed)

August 7, 2007: Power of 10 Aired

On August 7, 2007, "Power of 10", a CBS game show hosted by Drew Carey, began airing.

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August 15, 2007: First Episode of 'The Price Is Right' Taped with Drew Carey

On August 15, 2007, Drew Carey taped his first episode as the host of "The Price Is Right".

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October 15, 2007: Drew Carey became the host of 'The Price Is Right'

On October 15, 2007, Drew Carey began hosting "The Price Is Right" on CBS, succeeding Bob Barker.

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January 23, 2008: Power of 10 Ended

On January 23, 2008, the CBS game show "Power of 10", hosted by Drew Carey, ended its run.

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October 2009: Charity Auction Bid for @drew Twitter Account

In October 2009, Drew Carey bid $25,000 in a charity auction for the @drew Twitter account, later increasing his offer to $100,000 if his follower count reached 100,000 by the end of the auction.

December 31, 2009: Pledge to Livestrong Foundation

On December 31, 2009, Drew Carey pledged to donate $1 million to the Livestrong Foundation if his Twitter follower count reached one million.

April 2, 2011: Induction into the WWE Hall of Fame

On April 2, 2011, Drew Carey was inducted into the WWE Hall of Fame by Kane.

2011: Drew Carey's Improv-A-Ganza Aired

In 2011, Drew Carey began hosting "Drew Carey's Improv-A-Ganza", a primetime improv show filmed in Las Vegas, Nevada, which first aired on April 11.

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2013: Whose Line Is It Anyway? Returned

In 2013, "Whose Line Is It Anyway?" returned with Aisha Tyler as the host.

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March 4, 2014: Drew Carey Announced as Contestant on Dancing with the Stars

On March 4, 2014, it was announced that Drew Carey would compete on season 18 of Dancing with the Stars.

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September 2014: Reward for Information on Faked Ice Bucket Challenge

In September 2014, Drew Carey offered $10,000 to help find the perpetrators of a faked "ice bucket challenge" involving an autistic teen who was showered with feces, urine, tobacco spit, and cigarette butts.

August 2018: Drew Carey's Radio Show Became Weekly

In August 2018, Drew Carey turned his monthly radio show, "Drew Carey's Friday Night Dance Party" on SiriusXM into a weekly show called "The Friday Night Freak Out".

2018: Drew Carey Appeared on NCIS

In 2018, Drew Carey appeared in an episode of NCIS as a retired Marine.

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2020: Appearance on The Masked Singer

In 2020, Drew Carey appeared as "Llama" on season three of The Masked Singer, but was the second contestant to be eliminated.

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2021: Celebrity Wheel of Fortune Participation

In 2021, Drew Carey competed on Celebrity Wheel of Fortune against Teri Hatcher and Chrissy Metz, winning the first bonus round but failing to solve the final puzzle.

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2022: Carey Celebrated 15 Years Hosting The Price Is Right

In 2022, Drew Carey celebrated his fifteenth anniversary as the host of "The Price Is Right".

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March 24, 2023: Experimenting with AI Voice Clone

On March 24, 2023, Drew Carey used a beta version of ElevenLabs and ChatGPT-generated jokes on his Underground Garage radio show, "The Friday Night Freak Out", to create an artificial clone of his voice. Listeners complained that the voice sounded "soulless" and unlike the "real Drew."

April 21, 2023: Announcement of Game Show Documentary Feature

On April 21, 2023, it was announced that Drew Carey would appear in a four-episode ABC News documentary, The Game Show Show, about the history of game shows in America.

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May 10, 2023: Premiere of The Game Show Show

On May 10, 2023, The Game Show Show, a four-part documentary featuring Drew Carey, premiered on ABC News, covering the history of game shows in America.

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2023: Support for Striking Writers

During the 2023 Writers Guild of America strike, Drew Carey arranged to pay for free meals for striking writers at two Los Angeles restaurants.