Road Dogg

After wrestling for a whole year in Smoky Mountain Wrestling as The Dark Secret and making occasional appearance for World Championship Wrestling as Brian Armstrong, James began his career with the World Wrestling Federation towards the end of 1994. He was billed as The Roadie, an assistant to "Double J" Jeff Jarrett, a would-be country singer. He wrestled on several pay-per-views and television shows, but most of his first WWF tenure was spent accompanying Jarrett and interfering in his matches. In early 1995, Jarrett released the song "With My Baby Tonight," that Jarrett claimed he had sung himself. The planned angle was to reveal that it was The Roadie, not Jarrett, who had really performed the vocals on this song, sparking a feud between the two wrestlers. Before this revelation could take place, Jarrett and James suddenly left the WWF following the second In Your House pay-per-view on July 23, 1995. James then joined the United States Wrestling Association as Jesse James Armstrong, winning the heavyweight and tag titles before being forced to leave as a result of a loss at the hands of Jarrett.
James returned to the WWF in 1996 as Jesse James, "The Real Double J", and revealed himself to be the true singer of "With My Baby Tonight".[6] He languished as a midcard singles wrestler until he formed a tag team with Billy Gunn, New Age Outlaws.[6] A change in creative direction in the WWF in late 1997 led Gunn, who had formerly been stuck under the tutelage of The Honky Tonk Man in the unpopular gimmick of "Rockabilly", to dye his hair back to its original blond color and assume the name "Badd Ass" Billy Gunn (also known as Mr. Ass), while James became "The Road Dogg" Jesse James and he began to grow his hair out into shoulder-length cornrows. The appearance and mannerisms of the team became more and more controversial and anti-social, with the team becoming known as the New Age Outlaws. The Outlaws feuded with the Road Warriors and the short-lived tag team of Cactus Jack and Chainsaw Charlie (Terry Funk) before joining D-Generation X the night after WrestleMania XIV.[6]The Outlaws amassed five Tag Team Championship reigns before Gunn was legitimately injured in early 2000 and thrown out of DX to explain his absence. James then teamed with fellow DX member X-Pac throughout the summer of 2000 but failed to regain his former popularity or title success.[6] The team eventually split, and DX fell apart. James then formed a tag team with newcomer K-Kwik.[6] He was suspended in December 2000 and was then released from the WWF on January 26, 2001.[7]