Jimmy, a therapist mourning his wife, takes a more proactive approach with his patients in the hopes that helping them will help himself.

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.

Jimmy grapples with his guilt over Grace. Paul makes a decision about his relationship. Liz tries to help Gaby find balance in her busy life.

While trying to stay out of Alice's business, Jimmy has to "Jimmy" an insecure Brian. Gaby leans on Paul for advice after her sister drops a bomb.