Born in Mumbai, India and raised in Nigeria, Africa until the age of seven, Contractor was well-versed in a variety cultures at a young age. She attended boarding school in London from seven to nine years of age, then her family moved to Toronto, Canada where she spent the majority of her childhood and young adulthood. In Toronto, Contractor excelled in academics and trained as a classical ballerina. She attended the Etobicoke School of the Arts, a specialized public arts high school, where she not only danced but studied theater.
At the age of sixteen, after nearly ten years of dance, Contractor realized she wanted to pursue acting seriously. Upon graduating from high school, she accepted a full scholarship to the University of Toronto, where she pursued a masters in theatre and a double major in psychology and sociology. After one year at university, Contractor went to an open call audition for the play "Pericles" at the prestigious Stratford Shakespeare Festival and landed the lead role.Contractor was offered the opportunity to enroll in Stratford's conservatory program, where a select eight men and four women are accepted for a 20-week crash course on classical theater.
By the third season with the company, Contractor wanted to pursue film and television. In 2005 she booked a role in a FOX pilot. When the pilot did not get picked up, Contractor decided to go back to school and finish her education. While securing her degrees, she booked The Border, a Canadian drama for CBC. Once the show wrapped, Contractor made the move to Los Angeles.