2005 - Hutto released his Dama Blanca under the stage name Turncoat Dirty.
2006 - Hutto caught the attention of Insane Clown Posse while selling his cassettes at one of their concerts. Following several phone calls with Joseph Bruce (Violent J), Hutto was signed to Psychopathic Records.
Boondox released his first album,The Harvest, under the name Boondox on July 11, 2006.
2007 -Boondox released his EP titled PunkinHed on May 1, 2007. It peaked at No. 10 on the Billboard Top Heatseekers chart and No. 27 on the Top Independent Albums chart. Hutto also joined Psychopathic Rydas under the stage name Yung Dirt.
2008 - Boondox released Krimson Creek on May 13 2008. The album charted #1 on the Billboard's Top Heatseekers.
2010 - Boondox released South of Hell, on May 11, 2010. The album was produced by Mike E. Clark at The Funhouse Studios. Clark went with Hutto to a cabin he owned in the woods where he wrote and recorded the album.
2012 - Hutto left Psychopathic Records due to personal issues. He went on to form a group with Bukshot and Claas to form the group known as The Underground Avengers.