Olsson was born in Halifax, Nova Scotia, Canada. He was raised in Ottawa, Ontario, Canada. He attended Canterbury High School, an arts school in Ottawa where he specialized in drama, dance, and music. He continued his study at Studio 58. Olsson is married to Leanna Nash. They have two daughters, Mackenzie and Dagan Hunter.
Olsson has primarily appeared in supporting or character roles in a number of films and television shows. As a voice actor, he is best known as the voice of Herry in the hit Ca