Stevie Janowski was a middle school music teacher.  That was until Kenny Powers returned to North Carolina.  That's when Stevie became his assistant, eventually quitting his teaching job to follow Kenny to Tampa.  When Kenny didn't end up in Tampa, Stevie followed him to Mexico.

Eastbound & Down Quotes

That sweet tailpipe of yours did have me charmed. It put a spell on me, but all the ass magic in Mexico can't change Kenny Powers from his core beliefs. I'm not an ass man. I'm a tit man. I like big ass boobs - now, and forever. I'm not like a black guy, Vida.

Kenny Powers

Down there I fought and fucked my way to being the greatest gringo that country has ever seen.