Finbar Dolan is lost and lonely. Except he doesn't know it. Despite escaping his blue-collar Boston upbringing to carve out a mildly successful career at a Madison Avenue ad agency, he's a bit of a mess and closing in on forty. He's recently called off his wedding. Now, a few days before Christmas, he's forced to cancel a long-postponed vacation in order to write, produce, and edit a Superbowl commercial for his diaper account in record time. Fortunately, it gets worse. He learns that his long-estranged and once-abusive father has fallen ill. And that neither his brothers nor his sister intend to visit.

It's a wake-up call for Fin to re-evaluate the choices he's made, admit that he's falling for his co-worker Phoebe, question the importance of diapers in his life, and finally tell the truth about his life and his past.