Tamara Jolaine, began her acting career in Canada. At age 18, around the time of her completion of her Political Science degree at the University of Toronto, she cast aside her plans to attend law school and began an artistic journey revolving around both acting and music. In Toronto, Tamara worked on many film and commercial projects. The feature independent film Tough Love, directed by Frank Caruso, was her first official starring role and aided in her decision to take acting further and move to study in New York. Jolaine studied at Circle in the Square Theater School and it was there, in Times Square, where she really began to hone her skills. Following the completion of her training, Tamara set her sights on the theater, starring in many off-Broadway shows, including the hit show
