After a brief stint in Las Vegas, Brady headed to Hollywood where appearances on episodes of the NBC series I'll Fly Away and In the Heat of the Night helped him make his small screen entry. He was featured in the Disney Channel TV-movie "On Promised Land" in 1994 and went back to the stage, where he was becoming known for his improv skills. In 1997, he tried out for the British TV series Whose Line Is It Anyway and impressed producers, who would cast him in four of the season's episodes.
A half-hour of high energy improv games performed in front of a studio audience and aired on television, the one-of-a-kind series was duplicated for American television with Drew Carey as the host in 1998, and Brady was picked to be a regular on the new series. Fielding the most ridiculous of situations with aplomb and an inclusive but sharp sense of humor, Brady was appropriately quick-witted and fast on his feet and particularly excelled in the very popular singing and dancing events, quickly becoming an audience favorite with this dependably clever and uproarious take on events such as the storytelling "Hoedown" and "Greatest Hits", an often absurdist spoof of compilation album TV commercials.
Thanks to his enormous success on Whose Line Is It Anyway' Brady had become a fixture in many an American household, and was received warmly at The 52nd Annual Primetime Emmy Awards in 2000, where he performed a song medley. That same year he played Lazardo the magician in ABC's Geppetto, featuring Carey in the title role. In the fall of 2001, Brady landed his own series, the aptly titled The Wayne Brady Show, a comedy/variety show on ABC.
In 2004, Brady joined the long-running Broadway revival of Chicago, playing the role of lawyer Billy Flynn. He also appeared briefly in the final episode of the 2004 season of the comedy Reno 911!. Additionally, Brady guest starred on the Sci Fi Channel's hit series show Stargate SG-1. Brady also made a noteworthy appearance on Chappelle's Show, poking fun at his squeaky clean persona. Brady wrote and sang the theme song for Disney's popular animated series The Weekenders. In 2005, he sang and recorded Jim Brickman's original Disney song :"Beautiful" (a cover of All-4-One's 2002 hit "Beautiful As You") and its Christmas version.
In 2006, Brady became the host of TV Land's That's What I'm Talking About, a talk show discussing the role of African-Americans in the entertainment industry.
In 2007, ABC Family premiered the movie called The List. He starred in Flirt, a comedy pilot developed for The CW Television Network, which if it had been picked up would have aired in the 2006-07 television season.
Brady guest starred as Julius Rock's gifted younger brother, Louis, in the television series, Everybody Hates Chris, and hosted a singing game show called Don't Forget the Lyrics! on Fox until its cancellation in June 2009. He also performs Wayne Brady: Making $%!^ up at the Venetian Hotel in Las Vegas, Nevada four nights a week.
Brady started hosting an updated version of the game show Let's Make a Deal for CBS in October 2009, which taped at the Tropicana Resort & Casino in Las Vegas and in Los Angeles. The show replaced the soap opera Guiding Light, which ended its long-time run.
Along with Holly Robinson Peete, he co-hosted the 42nd annual NAACP Image Awards on March 4, 2011 and then appeared on Dancing With The Stars as the lead performer in a tribute to James Brown celebrating what would have been Brown's 78th birthday in the Macy's Stars of Dance segment. Brady also starred in the 2012 ABC improvisational comedy series Trust Us with Your Life, and returned for the revival of Whose Line Is It Anyway' in summer of 2013.
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