Bob, Verushka & the Pursuit of Happiness (2000)

Bob Friends (Michael Waite) is a thirty-something salesman who works two jobs and lives with his sister. He has a dream of opening a fast food restaurant for kids selling only pink and blue food. When his boss (Evan R. Press) tells him to spend a few days with the company's top seller, Stephanie (Gheree O'Bannon), he accidentally gets involved with an eccentric con woman named Verushka (Yelena Danova) instead. She implicates Bob in her daffy get-rich-quick schemes, usually on the wrong side of the law. By the time he figures it all out, he's fallen for her charms.