3 Easy Payments (2007)

3 Easy Payments is a dramatic comedy about Kyle Bailey, who, after being dumped by his girlfriend Anna, subscribes to a mysterious and questionable program designed to help him test the strength of their relationship. After receiving his box of goodies, hilarity ensues as Kyle tries to use the items to win Anna back. Kyle and his brother, Jack, a career ice cream man in his mid-20s, work together to help Kyle come to terms with Anna, while bonding with their doting mother, competing over a newly single girl, and avoiding a strange, thin man named Vern. Other characters include Mrs. Johanson, Dr. Glouv, Jack's co-worker Brad, and Grandpa Bailey.