Chastain is a metal guitarist who emerged in the mid-'80s along with a wave of other neo-classical guitarists. He has released about 50 recordings under multiple names, including David T. Chastain, CJSS, Georgia Blues Dawgs, The Cincinnati Improvisational Group, SPIKE, Zanister, Ruud Cooty and Southern Gentlemen (blues-rock) as well as a number of heavy metal releases under the band name Chastain, accompanied by female vocalist Leather Leone.
In more recent years, David has worked as a record producer at his own company, Leviathan Records. His label specializes in discovering and promoting new talents, specializing in guitarists and bands. He also runs Diginet Music, a company specializing in rare, unreleased or out-of-print music.