To get Sean out of legal trouble, Jimmy reconnects with his estranged best friend—while trying to hide it all from Paul.

Jimmy witnesses Gaby in a compromising situation. Paul advises Alice on how to deal with her grief while facing a loss of his own.

As things spiral at work, Jimmy confronts Liz for interfering in his life. Paul struggles with whether to tell his daughter his diagnosis.

When Jimmy hits a roadblock with Sean, he doesn’t have Paul to consult for advice. Brian makes an announcement about his relationship.

At Alice’s urging, Jimmy agrees to host a party. Gaby struggles with her post-divorce libido. Liz recommends medical marijuana to Paul.

Jimmy attempts damage control after his party. Paul’s daughter pays another visit. Liz and Sean discover they have something in common.

Paul and Brian come to Jimmy’s aid when Alice starts acting out. Liz and Sean support Gaby by accompanying her to an event.

Jimmy encourages an ambivalent Paul to accept a career achievement award. Sean approaches Liz with a business proposal.

As Brian's wedding approaches, Alice takes issue with how Jimmy is living his life. Liz learns a secret.