- Directors: Tony Goldwyn
- Producers: Gary Lucchesi, Tom Rosenberg, Marcus Viscidi, Andre Lamal
- Writers: Paul Haggis Zach Braff, Gabriele Muccino
- Genres: Comedy, Drama, Romance
- Actors: Zach Braff, Jacinda Barrett, Rachel Bilson, Casey Affleck, Blythe Danner, Tom Wilkinson
Michael and his live-in girlfriend Jenna appear to be enjoying the perfect relationship: Jenna is pregnant prior to the opening of the film and her parents are pressuring the pair to get married. Jenna claims that Michael’s work pressures and her own dissertation rendered it an inopportune time for marriage. The real reason, unbeknownst to anyone, is that Michael feels trapped and scared. Although he considers Jenna an ideal companion, Michael is harboring second thoughts.
Upon a chance encounter at a wedding, Michael meets Kim, whom he confides in about his relationship. Kim guesses he is about to break up with Jenna and becomes flirtatious. While Michael becomes intrigued by Kim’s youthfulness, openness, and spirit, he does not succumb to temptation. The two part ways with Kim telling Michael where she attends school and where she usually hangs out.
Michael eventually seeks her out at the Memorial Union but tells Kim he was in the area only because of a client meeting. Kim senses his interest and, while Michael drives her home, invites him to a party. Michael accepts. Back in the office, Michael constructs an excuse to be away from Jenna on the night of the party. He asks Chris, his friend and co-worker, to cover for him in case Jenna calls. Chris suspects Michael has met another woman and wishes to avoid becoming involved, as Chris himself has just left his wife; he knows first hand how painful a breakup can be. Michael denies the existence of another woman and merely says he will ‘be with an old college friend.’
Michael follows her back and finds himself locked out. He stakes out on the front porch until Jenna agrees to talk. Both day and night, wet and dry, Michael remains at the front door with many neighbors taking notice and some even providing beverages to him. Stephen even proceeds to drive by in his car and notices Michael, who sees him. A proud smile develops on his face as he drives off, indicating that Michael has taken his advice seriously. Slowly but surely, she begins to relent, first tossing out a blanket during a cold evening, then dropping off a sandwich the next day. During the evening of what would have been his third night on the porch, Jenna breaks her silence and speaks to Michael through the closed door. She laments about mourning the loss of the relationship like the loss of someone’s life. Later that evening, Jenna opens the door and Michael goes inside.