After misunderstanding a therapy exercise regarding personal letters which are meant to be kept private, David compromises his relationship with two patients, and then has to enlist Doug to help him track down a letter he sent his ex.

David uses an unorthodox approach with a new patient who's having trouble fitting in with his college basketball team. Doug’s sister, Kendra, insists on becoming one of David’s patients and spends her sessions setting David straight on past indiscretions.

The garage is being fumigated because of a rat problem, so David resorts to doing therapy in his car. After a happy hour with his former medical school friends, David has an unexpected breakup, only this time with a key patient.

On the brink of exhaustion from working two jobs, David falls asleep everywhere he goes. He and his mother remember David’s father by going to one of his favorite places. David gets advice from an unexpected source.

Two of David’s patients break up and, despite a warning from his supervising therapist, David struggles not to intervene in their lives. Doug discovers his manager, Julia, has a different idea regarding the nature of their relationship.

Despite recent successes in therapy, a visit from an old patient forces David to question whether he's made the right career choice. Old feelings resurface when his past and present lives collide.