A recent medical school graduate finds himself out of work and in debt. To ease the financial burden of his student loans, he decides to go into therapy, and works out of his parent's garage and with the patients he recruits from Craigslist.

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.

After an unfulfilling one-night stand, David grapples with the loss of his ex and the loss of potential with someone new. A first-time patient finds something unusual in his Uncle’s attic. David’s family starts to feel the strain of his debt.

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.

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.