Roberts made his first television appearance on August 2, 1992 at a "Main Event" taping in Baltimore, Maryland after coming through the crowd to attack Sting. His first WCW match came six days later when he defeated Marcus Alexander Bagwell on a house show in Chicago, Illinois. He would quickly form an alliance with Cactus Jack and The Barbarian. His first major TV wrestling appearance for WCW was at "Clash of the Champions XX", where his team won a 4-man elimination tag match. Roberts scored a pinfall victory over Sting, which built their feud further. His single WCW pay-per-view match was against Sting at Halloween Havoc in 1992. Their match was determined via the Spin the Wheel, Make the Deal gimmick. There was a series of gimmick matches on the wheel, but because the wheel itself was not gimmicked, neither Roberts nor Sting knew the kind of match they would be wrestling until the wheel stopped spinning. When the wheel stopped, it had landed on what many observers believed was the worst option — the Coal Miner's Glove match. While Halloween Havoc was the company's top-selling PPV for several years, Roberts soon left WCW.