He has written for other comedians including David Letterman, Conan O'Brien, Dana Carvey and Chris Rock. He directed two feature films, Tomorrow Night in 1998 and Pootie Tang in 2001, He was the star of the Lucky Louie sitcom that aired on HBO in 2006. He has received six Emmy Awards and a Peabody award in 2012. He won a Grammy for best comedy album two times.