After Jimmy misses Edie's second birthday party, he decides to throw her a big bash at his restaurant to make it up to the family. When Sara's brother (Patrick Fischler) shows up, he brings the party to a screeching halt by confronting Jimmy about leaving Sara to raise Gerald on her own.

In a quest to find his own Amal Clooney, Jimmy goes out with Sara's co-worker, but when she is not impressed with his smooth moves, Jimmy turns to Sara for pointers. Meanwhile, Gerald and Vanessa decide to become friends with benefits.