After losing the woman of his dreams, Anderson is convinced he'll never fall in love again. But at the urging of his best friend, he spontaneously proposes to a dissatisfied waitress named Katie and an innocent dare evolves into the kind of love that both have been looking for all along.
| Directing | Michael Ian Black | Director |
| Writing | Michael Ian Black | Screenplay |
| Editing | Alan Oxman | Editor |
| Production | John Penotti | Producer |
| Production | Jamie Gordon | Producer |
| Production | Sam Hoffman | Producer |
| Production | Courtney Potts | Producer |
| Production | Fisher Stevens | Executive Producer |
| Production | Bruna Papandrea | Executive Producer |
| Production | Tim Williams | Executive Producer |
