World Championship Wrestling
After leaving the military, Pittman trained as a professional wrestler at the WCW Power Plant under Terry Taylor and The Assassin. Pittman made his wrestling debut as Sgt. Craig Pittman, a heel character, on February 5, 1994. During his run he made famous the saying, "The beatings will continue until morale improves". He won his first match by pinning Brian Anderson just before the time limit expired. In his first pay-per-view appearance, at Slamboree 1995, Craig Pittman defeated Mark Starr by Submission. His second pay-per-view appearance, at the 1995 Great American Bash, resulted in a loss to "Hacksaw" Jim Duggan by disqualification.
Pittman feuded with Cobra in 1995. According to the storyline, he had been Cobra's commanding officer during the Gulf War. During a mission, he left Cobra behind, which led to Cobra seeking revenge in WCW. This feud led to a match at 1995's Fall Brawl, in which Pittman defeated Cobra by submission. Eventually, Pittman turned face when he hired Teddy Long to be his manager. In November 1995, Pittman also appeared at WCW's first World War 3 pay-per-view. In a sixty-man battle royal, he became the forty-second wrestler eliminated when Hugh Morrus threw him over the top rope.
In 1996, Pittman wrestled mainly as a mid-carder, losing most of his matches to main event wrestlers. He made two final pay-per-view appearances in 1996. The first came at Slamboree 1996 as part of a "Lethal Lottery" tournament. In a storyline in which wrestlers were supposedly assigned partners in a random drawing, Pittman teamed with Scott Steiner in a loss to Rick Steiner and The Booty Man. Pittman also appeared at 1996's World War 3 as part of the sixty-man battle royal, which was won by The Giant.
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