In the summer of 2000, Chalie Boy was discovered by DJ Bull and joined Dirty 3rd Records, as a member of the super group, The Freestyle Kingz. Reigning from Hearne & Calvert, Texas, Chalie Boy appeared on over 25 mixtapes, before featuring on his first original group album, Off Tha Chain, in 2002. A brief stint with a duo produced 4 projects, including 2 classics; The Best of... & A Gentleman & A Gangsta, before Chalie Boy became a solo artist in 2004.