After graduation, Ray based herself out of Milan, Paris, and New York from 2004–2008, returning to Toronto upon her mother's death in late 2008. In 2007, Ray completed filming for "Kill Kill Faster Faster", which is a contemporary film noir inspired by the critically acclaimed novel of the same name, by Joel Rose. She guest-starred in a 2009 episode of the USA Network series "Psych", and appeared in Woody Harrelson starrer Canadian-American superhero film "Defendor". Also in 2009, she starred in the Deepa and Dilip Mehta comedy "Cooking with Stella".