Benjamin is a graduate of The National Theatre School of Canada. He began performing at an early age at Edmonton's Citadel Theatre.
In 2014, Benjamin moved to Toronto to perform at SummerWorks, an international curated festival, where he was awarded the Emerging Artist Award.
After spending a year working on independent short films, Benjamin moved to London, England where he briefly worked with Complicite, in collaboration with Why Not Theatre.
Benjamin played Christopher Boone in The Curious Incident of the Dog in the Night-Time on Broadway, and is currently performing in the show's First US National Tour.