A slacker trust-fund type finds the motivation to pick up a job as the coach of middle school soccer team.

This is a comedy that shows us that love has nothing to do with perfection. 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 they both have been looking for all along.

A once-acclaimed New York playwright, NATE (Jemaine Clement), is struggling to finish his new play when his wife (Maria Dizzia) leaves him, taking their son. Desolate, broke and unable to pay the rent, Nate begrudgingly moves in with his widowed father, BOB (Elliott Gould), in his New Jersey retirement golf community. Bob, always quick with a joke, uses humor to deal with all of life's challenges, even the death of his beloved wife. It drives Nate crazy. Thinking his son could benefit from some discipline, Bob sends Nate to work for ELLIS (Willie Carpenter) an older ex-Marine who runs operations at the community. While at work, Nate stumbles on a senior citizen theater troupe staging a musical. Nate agrees to help but quickly realizes it won't be easy to get these quirky women to cooperate. And one of them, DEE (Annie Potts) even invites him to dinner to not-so-subtly set him up with her daughter, ALLISON (Ingrid Michaelson). Things reach a breaking point when a video of Nate's earlier play surfaces, opening old wounds between him and Bob. Ultimately, the father and son realize they each have their own forms of storytelling and come to appreciate their differences.