Carey briefly participated in professional wrestling, entering the 2001 Royal Rumble, and was inducted into the WWE Hall of Fame in 2011.

He has hosted a series of mini-documentaries on Reason.tv, advocating for libertarian principles such as private highway ownership, medical marijuana, and opposition to eminent domain abuses.

[6][7] Drew played the cornet and trumpet in the marching band of James Ford Rhodes High School from which he graduated in 1976.

[9][10] The following year, after winning an open mic contest, Carey became Master of Ceremonies at the Cleveland Comedy Club.

[12] His performance that night impressed Carson, who invited Carey to the couch next to his desk; this was considered a rare honor for any comedian.

[9][13] In that same year, Carey joined the 14th Annual Young Comedians Special on HBO and made his first appearance on Late Night with David Letterman.

[15] Carey's early stand-up career led to supporting roles on television shows during which he developed the character of a hapless middle-class bachelor.

In his autobiography, Carey revealed his frustration with having to deal with censors and being unable to employ the off-color humor common in his stand-up routines.

Each game featured contestants predicting how a cross-section of Americans responded to questions covering a wide variety of topics in polls conducted by CBS.

[28] After taping the pilot episode for Power of 10, Carey was contacted by CBS about replacing Bob Barker who had earlier announced his own retirement as host of The Price Is Right.

After initially turning down the offer, Carey announced on Late Show with David Letterman that he would succeed Barker as host of the program beginning in the fall of 2007.

[31] When Bob Barker died on August 26, 2023, at the age of 99 from natural causes related to Alzheimer's disease, Carey hosted a one-hour special detailing the life and career of his predecessor.

When his video camera fails, the audience is left in complete darkness wearing earphones following his adventure through sound cues.

[35] To make him appear, the characters in the game must throw a successful party, which causes Carey to arrive in a limo and join the festivities.

In this series, Carey traveled throughout Germany to photograph multiple FIFA World Cup soccer games while he immerses himself in the culture of the towns and states he visits.

[44] Carey appeared in Matt Groening's The Simpsons as part of the season 19 episode "All About Lisa" as a guest on the Krusty the Clown Show and again in Treehouse of Horror XXVII.

[48] On March 24, 2023, Carey experimented with an artificial clone of his voice on his "The Friday Night Freak Out" Underground Garage radio show, using a beta version of ElevenLabs and ChatGPT-generated jokes.

Carey concluded that the audience still prefers a genuine personality since the listeners complained that the voice sounded "soulless" and unlike the "real Drew".

In 1997, Carey published his autobiography, Dirty Jokes and Beer: Stories of the Unrefined, wherein he shared memories of his early childhood and of his father's death when he was eight.

He also revealed that he was once molested, had suffered bouts of depression, and had made two suicide attempts by swallowing a large number of sleeping pills.

[55] He underwent refractive surgery to correct his vision and, for a time, did not require glasses, but continued to wear them for purposes of recognition and celebrity identity.

On February 15, 2020, Harwick was found dead in a Hollywood Hills neighborhood and her ex-boyfriend, Gareth Pursehouse, was arrested in Feb, 2020, and in 2023 convicted of her murder and sentenced to life in prison without parole.

[citation needed] Carey has voiced his political beliefs in several interviews, and in 1998, led a "smoke-in" in defiance of California's newly passed no-smoking ordinance inside bars and restaurants.

[74]Carey expressed his distaste for the Bush administration's management of the Iraq War, specifically on the September 14, 2007, episode of Real Time with Bill Maher.

"[76] In 2016, he supported Libertarian Party presidential candidate Gary Johnson in his run for office,[77] and was made an Honorary Chair of the campaign for California.

Carey is a minority owner of the Seattle Sounders FC who began to play in Major League Soccer on March 19, 2009, and won two MLS Cups (2016, 2019).

[53] Carey has shown his support for the Cleveland baseball team by throwing the first pitch at an August 12, 2006 game against the Kansas City Royals.

"[81] In 2001, Carey was the first television actor to enter World Wrestling Federation's 30-man "Royal Rumble" match, which he did to promote an improv comedy pay-per-view at the time.

Carey also has played on the World Poker Tour in the Hollywood Home games for the Cleveland Public Library charity.

[86] In June 2007, he offered to donate up to $100,000 (in $10,000 increments) to the Mooch Myernick Memorial Fund if anybody could beat him at the video game FIFA Soccer 07 for the Xbox 360.