Again following his The Second City crewmates, Stephen was hired to work on The Dana Carvey Show. Unfortunately for him the show didn’t last but it was a learning experience: some felt the show’s satire was tasteless –- a criticism that Colbert’s later work would generally avoid.
After The Dana Carvey Show’s untimely demise, Colbert continued to work with TSC crew. On Saturday Night Live! Stephen voiced Ace in fellow alumnus Robert Smigel’s animated short –- ‘The Ambiguously Gay Duo,’ alongside Steve Carell. Colbert was also working with his former Exit 57 cohorts on a new Comedy Central program: Strangers with Candy, and had landed himself a provisional position on John Stewart’s The Daily Show after a brief and fairly fruitless stint creating ridiculous news correspondent clips for Good Morning America.
On Strangers with Candy, Colbert developed his character into the kind of clueless, dictatorial, blowhard that would inform the creation of “Stephen Colbert” the character. However, his blooming position as a writer and correspondent for The Daily Show would concretize the future of Colbert’s career.