Dennis Condrey
Doug Gilbert debuted for Continental Wrestling Association in 1986 at the age of seventeen. In 1987, he wrestled for Jim Crockett Promotions as the masked Enforcer. In 1988, Gilbert went to Continental Wrestling Federation, under a masked alter-ego Nightmare Freddie, siding with Nightmare Ken Wayne in his rivalry with Nightmare Danny Davis. In March 1989, he wrestled for World Championship Wrestling, where he remained until October. In December 1989, Gilbert won his first championship, the ICW Tag Team Championship with Dennis Condrey. By March 1990, Gilbert left ICW and the Tag Team titles were vacant.