From 2014 to 2017 he starred as Ben Chartier in the series 19-2. Keeso also stars as Wayne in the television series Letterkenny which he also created and serves as executive producer for. He has starred in the movies Shock to the System, White Noise: The Light, I Love You, Beth Cooper, A Beginner’s Guide to Endings, Charlie, Elysium, Godzilla, and Preggoland. Keeso won a Leo Award and a Gemini Award in 2010 for Keep Your Head Up, Kid: The Don Cherry Story. In 2015 he won a Canadian Screen Award for 19-2.