In 1995, DeMott was signed to a World Championship Wrestling (WCW) contract at the behest of Kevin Sullivan who had been impressed by him. He debuted in dark matches as The Man of Question and The Laughing Man, a strange gimmick that saw him wearing a singlet covered in question marks and laughing frequently. He made his television debut as a member of The Dungeon of Doom as "The Laughing Man" Hugh Morrus (a pun on the word humorous) on the November 18, 1995 episode of WCW Saturday Night in a vignette inside the Dungeon, where Kevin Sullivan told his (kayfabe) father, The Master, that he was giving him something he never had: laughter, and that he was giving him "the man from the Isle of Nowhere."