In addition to performing with The Second City improv group in Toronto and Los Angeles, Oldring has appeared on Canadian television. He was also a regular cast member of the redneck-themed Sketch comedy series Blue Collar TV. Feature film roles include K-19: The Widowmaker, Focus and Lost and Delirious. He has a starring role in Intern Academy. He also played Farrah Fawcett's gay assistant in the television movie Hollywood Wives. Oldring also appeared in the series Doc and The WB's D.C., as well as in the television movie The Ricky Nelson Story. Oldring voiced Cody, Ezekiel and Tyler in Total Drama. Oldring also starred in the 2007 film Young People Fucking. In 2011, he was cast as "Lonnie" in the Disney XD show Kickin' It. He had a supporting role in the premiere episode of the 4th season of Psych, "Extradition: British Columbia."