29 and Holding (2004)

Mike Lesley and Jeff Smith are turning 30 and believe their care-free days are about to be over. Mike is the likeable slacker of the two. He is a substitute teacher who works well with kids, but would rather live on the golf course than be working. This infuriates his scheming long-time girlfriend, Cathy, and his banker father, Jack. They both want Mike to become a banker at Jack's office. Cathy's...