Monty Sopp better known for his ringname "Billy Gunn" or "Kip James." Gunn briefly feuded with Jeff Jarrett for the Intercontinental Title before reuniting with Road Dogg to reform The New Age Outlaws. The Outlaws won their fourth tag team championship by defeating The Rock 'n' Sock Connection in September 1999. After defeating teams such as Edge and Christian, Hardcore Holly and Crash Holly, and The Acolytes, the Outlaws reunited with X-Pac and Triple H to reform D-Generation X. The group then feuded with the likes of Steve Austin, The Rock, Kane, Mankind, Shane McMahon, and Vince McMahon. During this time, The Outlaws won their fifth and final WWF Tag Team Championship after defeating Mankind and Al Snow. At the 2000 Royal Rumble, The New Age Outlaws retained their titles against The Acolytes after interference from X-Pac. The Outlaws then had a heated feud with The Dudley Boyz, who won the WWF Tag Team Championships from The Outlaws at No Way Out. After suffering a torn rotator cuff in the match with The Dudley Boyz, Gunn was kicked out of D-Generation X for "losing his cool" therefore costing them the tag team titles. He then took time off to tend to his arm injury, before returning later in the year.