Olivia presides over a messy divorce, while Grace must scramble to raise funds for the library when the town council decides to shut it down to save money. Meanwhile, Jack continues to struggle with his relationship with his son Eric. Things finally come to a head when Eric refuses to work and Jack must decide whether he is strong enough to give his son an ultimatum.

Olivia and Jack finally have their Seattle getaway, but things don't quite go as planned and later Olivia becomes distracted trying to help an ex-con she put away who claims to have turned his life around. Elsewhere, Rosie and Zach are trying to follow the judge's orders about their shared custody, but their continuing battles begin taking their toll on their daughter.