Terry Funk made his World Wrestling Federation (WWF) debut in 1985. In his televised debut on Championship Wrestling, he not only beat Aldo Marino, but he also beat up a ring attendant named Mel Phillips who was also, at the time, one of the WWF ring announcers. Funk also had the gimmick at the time of carrying a branding iron with him to ringside and using it to "brand" his fallen opponents. In the mid 1980s, Funk teamed with Dory (calling himself "Hoss" Funk) and Jimmy Jack Funk. They were managed by Jimmy Hart. At the time, he had a heated rivalry with the Junkyard Dog which led to a match between Terry Funk and Hoss Funk and the team of Tito Santana and Junkyard Dog at WrestleMania 2.
After leaving, he returned in 1998, where he debuted as Chainsaw Charlie, a character loosely based on Leatherface. Funk had a match with Foley on Raw, and the New Age Outlaws came and threw both in a dumpster, and pushed them off of the stage. This led to a match between The Outlaws and Funk/Foley at WrestleMania XIV, for the title in a Dumpster match when Funk/Foley beat the New Age Outlaws. The title was held up and put on the line in a Steel Cage match the next night on Raw due to a technicality: the wrong dumpsters had been used in the match. The Outlaws regained the title. He then had a Falls Count Anywhere match with Foley on Raw in 1998, where Foley defeated him.
He left the WWF in the summer as Foley resumed his solo career as Mankind in a feud with The Undertaker. Upon leaving the WWF, Funk officially retired again, but only for a short time. His last match in the WWF at that time was in a tag team match at Fully Loaded, where he teamed up with Bradshaw to go against Scorpio and Faarooq.
Funk was set to wrestle at the ECW One Night Stand pay-per-view on June 11, 2006. As part of the buildup to the event, Funk appeared on the May 15 episode of Raw, where he confronted Mick Foley over the attack of Tommy Dreamer the previous week. At One Night Stand, Funk, Tommy Dreamer, and Beulah were defeated by the team of Foley, Edge and Lita. Midway through the match, Foley injured Funk's left eye with barbed wire, and Funk was taken backstage. He later returned to the match (with a bloody cloth tied over his eye) to hit Foley with a flaming 2x4 wrapped in barbed wire.