In November of 2004, he was released from the WWE.
In 2005 he briefly wrestled for independent promotions World Pro Wrestling and Mid-Atlantic Championship Wrestling (In Korea).
The Smokin' Gunns with Bart Gunn (WWF): Sidewinder
The New Age Outlaws (WWF): Spike piledriver
Billy & Chuck (WWE): Code Red
During his solo days in the then WWF he won the now-defunct WWF Hardcore title twice and the IC Title once.
He was ranked as #170 in the PWI 500 for 2007. His highest ranking came in 1999 as #39.
Kip won the annual WWF King of the Ring in 1999 by defeating former DX member, X-Pac.
As a solo and tag wrestler, he's had a few managers, they were:
Sunny - in the WWF with The Smoking Gunns
Torrie Wilson - In the WWE when he was a solo wrestler on SD
Roxy Laveaux - As a member of VKM in TNA
Chyna - As a member of DX and solo in the WWF
The Honky Tonk Man - When he was Rockabilly in the WWF
Rico - As Billy in the Billy & Chuck tag team.
The day after Wrestlemania 14, March 30, 1998, The New Age Outlaws, Billy And Road Dogg officially became members of the stable known as D-X.
In 1997 when he was a solo wrestler in the WWF, he was known as Rockabilly wrestling under the guidance of the legendary Honky Tonk Man.
Using the name Kip Winchester, he was a 2 time IWF Tag Team Champion alongside Bart Gunn as his tag partner in 1992.
Kip is a former 10 time WWF Tag Champ.
He has held it 3 times with Bart Gunn, 2 times with Chuck Palumbo and 5 times with Road Dogg.
In February of 2005, he made his debut in the TNA wrestling promotion as The Outlaw.
Monty made his debut in the WWF as a part of the tag team, The Smoking Guns, in 1995.
He wrestles as the G-Man on the independent wrestling circuit.
He was trained by the Harris Brothers and Jerry Gray.
He is now known as Kip James in TNA wrestling.
*Tag Teams* -
Billy & Chuck (with Chuck)WWE -
The Smoking Guns (with Bart Gunn) WWF-
The New Age Outlaws (with Road Dogg) WWF-
The James Gang (with B.G. James)TNA-
VKM (with BG James)TNA-
*Wrestling Names* -
Mr Ass - WWF
Rockabilly - WWF
Kip Winchester - IWF
The One Billy Gunn - WWE
Bas Ass Billy Gunn- WWE
The Outlaw- TNA
Kip James - TNA
He was a five-time tag champ when he was one of the 'New Age Outlaws'.