In 1993, Dudley was brought into the World Wrestling Federation as an enhancement talent and given the ring name Charlie Hunter, and worked for the WWF for two years, in the course of which he wrestled both The British Bulldog and Shawn Michaels and appeared on Monday Night Raw.
Renamed Dudley Dudley, he arrived in Extreme Championship Wrestling on July 1, 1995. He was billed as being part of the Dudley family along with his storyline half-brothers Snot Dudley and Big Dick Dudley. Dudley Dudley was known for his deep voice and strange laugh during interviews.
The Dudley Boys feuded with The Pitbulls, and were members of Raven's Nest. In late 1995, the Dudleys were joined by Dances with Dudley and Buh Buh Ray Dudley. Dudley Dudley teamed with Dances With Dudley after his former partner, Snot, was badly injured. He left ECW in early 1996.
In October 1997, Dudley appeared in WCW as a jobber. He had previously appeared with WCW as a jobber in 1995, wrestling Brian Pillman at a house show.