Stewart ya yi karatu a Kwalejin Kwalejin Kasuwanci ta Amirka kuma ya yi yawon shakatawa a cikin gidan wasan kwaikwayo na yanki na tsawon shekaru bakwai kafin ya shiga talabijin tare da rawar Razor Dee, wani DJ mai banƙyama a kakar wasan karshe na New WKRP a Cincinnati a 1992. Stewart ya sami katin aikinsa na Screen Actors Guild yayin da yake aiki don Hanna-Barbera's Shakey Quakey yawon shakatawa, amma daga bisani aka dakatar da shi don cire shugaban tufafinsa a gaban yara.
Kwalejin Kwalejin Kasuwanci ta Amirka