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In 1997, Harvey continued his work in stand-up comedy, performing on the Kings of Comedy tour along with Cedric the Entertainer, D. DVD sales of The Original Kings of Comedy and Don't Trip, He Ain't Through with Me Yet increased Harvey's popularity.
He released a hip hop and R&B CD on a record label he founded, and authored the book Steve Harvey's Big Time.
While popular, the show never achieved critical acclaim outside of the African-American community. The comedy act would later be put together into a film by Spike Lee called The Original Kings of Comedy.He starred in The Steve Harvey Show and was featured in The Original Kings of Comedy.He is a six-time Daytime Emmy Award winner, two-time Marconi Award winner, and a 14-time NAACP Image Award winner in various categories.In 2005, he co-starred in the movie Racing Stripes.He had appeared in the 2003 movie The Fighting Temptations alongside Cuba Gooding Jr. He achieved further critical and commercial success through his book Act Like a Lady, Think Like a Man and its subsequent cinematic follow-up, Think Like a Man, an ensemble romantic comedy depicting characters taking advice on dating from the book.