Like many young people, Cliff explored many paths in his 20s before he could settle in any one direction. His education at Cambrian included stints in Advertising, Graphic Design, Police Foundations, and even Stationary Engineering. By 2008, Cliff had enough credits to earn a diploma in General Arts and a post-graduate certificate in Broadcast New Media. He also earned a Communications degree from Laurentian University. While he was in school, he stayed up-to-date learning about the latest innovations in consumer technology while working in sales at Future Shop. After he graduated, he began work at CTV Northern Ontario as a videographer and news editor.
Cliff has also created a new show, called The Episode. The show is shot in front of a live audience.