Roberts went on to work for World Championship Wrestling (WCW) alongside his father, Grizzly Smith, where he aligned himself with The Barbarian and Cactus Jack to feud against Sting and Nikita Koloff. However, before he could officially join WCW, he had to wait 90 days. According to the "Pick Your Poison" DVD, Roberts had initially signed a lucrative contract under Kip Allen Frey, who was running WCW at the time. On the 87th day, Frey stepped down and was replaced by Bill Watts, for whom Roberts had legit heat with back in his days at Mid-South Wrestling. Ultimately, Roberts estimates that he went from making about $3.5 million a year to approximately $200,000 a year.