
Skipper made his World Championship Wrestling (WCW) television debut on an episode of Saturday Night in 2000. Seven months later, Skipper began wrestling on Thunder and Nitro under the ring name Skip Over, facing members of the cruiserweight division.
In August 2000, he began performing as Elix Skipper while also adopting the nickname "Primetime". After interfering on behalf of Lance Storm in a bout between Storm and Mike Awesome on the August 14, 2000 episode of Nitro, Skipper was inducted into Storm's newly formed Team Canada faction. At the time Skipper joined Team Canada, Storm was in possession of three of WCW's singles titles (the United States, Cruiserweight, and Hardcore titles) and had given them more Canadian-sounding names. As a reward for his actions, Storm presented Skipper with the Cruiserweight Championship, which he had renamed the "101 Kilos and Under Title". Despite his American nationality and his self-professed lack of knowledge about Canada, Skipper was billed as being a Canadian. Skipper retained the 101 Kilograms and Under Championship until October 2, 2000, when Mike Sanders defeated him for the title and subsequently renamed it back to the Cruiserweight Championship. Throughout late 2000, Team Canada feuded with The Misfits in Action and The Filthy Animals.
In early 2001, Skipper left Team Canada and began competing principally in the cruiserweight division. Throughout February and March 2001, Skipper teamed with Kid Romeo in an eight-team tournament to determine the first holders of the newly created Cruiserweight Tag Team Championship. Skipper and Romeo won the tournament by defeating Billy Kidman and Rey Mysterio, Jr. in the tournament finals on March 18, 2001 at Greed, the final WCW pay-per-view event. On the March 26, 2001 episode of Nitro, Skipper and Romeo lost the Cruiserweight Tag Team Championship to Kidman and Mysterio.
In late March 2001, World Championship Wrestling was purchased by the World Wrestling Federation, with a number of wrestlers, including Skipper, being signed to contracts.
Skipper made his WWF debut early into the Invasion as a member of The Alliance. He, however, was taken off of television not long after until he was released from his contract in December 2001.