Holly Ceroni (Elizabeth Berkley) is a single mother who has been destitute when it comes to luck and love. She buys a lottery ticket, kissing it for good luck before she tosses it in the glove compartment of her car, hoping this Christmas things will get better. That night, Holly’s car is stolen, adding to her streak of misfortune. The next morning Holly discovers her lotto numbers are in fact the million dollar winner, but the ticket is in her missing car.
When Tom Burns (Steven Weber) loses his job at advertising agency Rage because he isn’t young or hip enough, he enlists the help of youthful con-man Dick Sweeney (Andrew Francis) to pose as a copywriter. Tom secretly generates the campaigns, and Dick presents them to Rage with his innate charm and confident attitude. The scam fools everyone including Rage CEO Reese Danzinger (Michael Eklund), Creative Director Derek (Hamza Adam), and even Art Director Harriet Fellows (Michelle Harrison). With the help of Tom’s ideas, Dick quickly becomes a superstar at the agency and is tasked with spearheading a Super Bowl campaign for a new client.
