In June 2004, Bailey competed in the sixth King of the Deathmatch where he lost to Mad Man Pondo and Toby Klein,[13] and the following month he participated in the third Tournament of Death where he lost to Wifebeater after defeating Chri$ Ca$h.[14] On December 11, 2004, he teamed up with Chri$ Ca$h, Nate Webb and SeXXXy Eddy to win the CZW World Tag Team Championship.[15] Team Ca$h held the championship until February 5, 2005, when Ca$h and Webb lost to H8 Club (Justice Pain and Nick Gage).[15][16] The same night, Bailey became the first-ever CZW Ultraviolent Underground Champion.[16][17] He lost the championship to Zandig in July 2005.[17] The following month, on August 13, Bailey defeated Necro Butcher in a No Ropes Barbed Wire Death Match to win the Ultraviolent Underground Championship for the second time.[17] He held the championship for over five months, before losing it to Nick Gage on January 14, 2006.[17]
On August 20, 2006, he went to Japan and competed in the professional wrestling tournament WRESTLE EXPO 2006 where he lost to 2 Tuff Tony after defeating Mad Man Pondo.[23] On September 16, 2006, he competed in the first Masters of Pain tournament where he lost to the "Crazy Monkey" Jun Kasai after defeating 2 Tuff Tony and Corporal Robinson.[24]
In December 2009, Bailey returned to CZW at Cage of Death 11, attacking Thumbtack Jack who had just won a no-ropes barbwire match against Nick Gage.[25] Bailey was accompanied in this attack by 'Halfbreed' Billy Gram who in turn revealed that Bailey was the new member of The Cult Fiction stable led by Gram. Bailey and Gram were soon joined by tHURTeen, the returning Brain Damage and Masada in The Cult Fiction, and began a feud against fan favoritesDanny Havoc, Drake Younger, Scotty Vortekz and Eddie Kingston who were dubbed The Suicide Kings. On May 15, 2010, Bailey competed in Ohio Hatchet Wrestling's "Death In The Valley" Deathmatch Tournament; where he defeated Drake Younger in the finals in a 40 Panes of Glass Scaffold Match to become the OHW Death In The Valley Champion. On June 5, Bailey won the 2010 IWA Mid-South King of the Deathmatch tournament. He defeated Ian Rotten, Nick Gage, and Balls Mahoney en route to the final, where he defeated Devon Moore.[26] On June 26, Bailey competed in CZW's Tournament of Death 9, where he advanced through the first two rounds, before losing in the finals to Vortekz.[27]
Personal life
Bailey's father, Joseph Bailey, ran the Bad 2 the Bone Wrestling promotion in Kentucky, until his death from cancer on June 16, 2013.[2][28]
In September 2006, Bailey was arrested and charged with possession of cocaine and drug paraphernalia in the first degree, attempted burglary in the second degree, and criminal mischief in the third degree. He was sentenced to one year in prison and was released on parole on August 31, 2007. Two months later, Bailey and another man were arrested while attempting to steal a 27-inch Samsung television from a Wal-Mart in Bardstown, Kentucky. Bailey was admitted to the hospital shortly afterward due to injuries suffered during the arrest. After pictures of Bailey's mugshot showing him covered in blood were released to the public, a local activist group held a vigil and filed a complaint to the town of Bardstown. While Bailey was only charged with a misdemeanor, his arrest resulted in his parole being revoked and he spent two years in prison. Bailey was released in December 2009.[29]
Death
Bailey was found dead on August 30, 2010, having died in his sleep.[1][30][31] Prior to his death, he had complained of headaches and numbness in his hands.[31] The cause of death was later determined to be due to a brain aneurysm, caused by complications due to multiple concussions and traumas to the brain.[31] His brain was expected to be donated for research at Boston University.[31]