In 1992, Wacholz debuted in the WWF as Nailz, an ex-convict who, in a series of promos, alleged he was abused by former prison guard Big Boss Man during his incarceration. He also claimed to be innocent of his (unspecified) crimes. Following Big Boss Man's squash of Dave Roulette on the May 30 episode of "WWF Superstars of Wrestling", Nailz (dressed in an orange prison jumpsuit) attacked Boss Man, handcuffing him to the top rope before repeatedly hitting and choking him with his own nightstick. Nailz easily defeated numerous jobbers en route to defeating Boss Man's ally Virgil at SummerSlam. He attacked Sgt. Slaughter before a match went ended in a no contest in September 1992. He continued to feud with Boss Man, who had recovered from Nailz's beating. The feud came to its climax when Big Boss Man defeated Nailz in a nightstick match at Survivor Series. Before Nailz finished the feud with Boss Man, he began another feud, this time with The Undertaker. The two had a stare down on the October 24 episode of "Superstars", a photo of which was used as the cover of the January 1993 issue of "WWF Magazine". He had a few matches losing to WWF Champion Bret Hart. Also he had a short feud with The Ultimate Warrior.