Kenny is the brother of Keith Crappell. He comes from a very strong musical family background. Kenny has toured across the country with various musicians, most notably with Jim Dandy of Black Oak Arkansas with his brother Keith. He also recorded a song with his brother in 1986 that reached No. 12 on the South Louisiana billboard called Paw Paw Toolie. Kenny is also known for starting the band Kenny James and the Hitmen that lasted for over 10 years. Kenny James and the the Hitmen performed at all of the major festivals in Louisiana. He has also performed with various other bands, including The Band with No Name, Black Sheep with Jim Angelo, Don Rich, and Twin City Ramblers.