Finbar Dolan is lost and lonely. 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 a wedding. Now, a few days before Christmas, he's forced to cancel a long-postponed vacation in order to write, produce, and edit a Super Bowl commercial for his diaper account in record time. Fortunately, it gets worse. Fin learns that his long-estranged and once-abusive father has fallen ill and that neither of his brothers or his sister intends to visit. It's a wake-up call for Fin to reevaluate the choices he's made, admit that he's falling for his coworker Phoebe, question the importance of diapers in his life, and finally tell the truth about his past.