After graduating high school as the class valedictorian, Rupinder studied Arts at the University of Toronto, then moved back into her parents' basement for a year. Her writing has been published in the National Post and on the McSweeney's website.

She has written for CBC Radio and Canada's This Hour Has 22 Minutes. In her spare time, Rupinder enjoys overeating and watching lots of television, preferably at once. If she could host a dream dinner party, it would include Woody Allen, Bea Arthur and John Ritter. If she could only take one thing to a desert island, it would be a yacht. She is currently working on a new book.