Recently divorced Paul is now living in Brooklyn and reconnects with a former patient/lawyer, Mia, whose firm helps him with a legal problem.
Paul is taken aback when his new patient, April, an architecture student, doesn't want her parents to know of her serious health problem.
Oliver is a sixth grade student who is brought to Paul by his divorcing parents because he is having difficulty while staying at his father's new house.
Walter, an influential business executive, has been asked by his wife to seek help concerning his anxiety issues.
Paul hopes aboard a train to head to Maryland for a session with Gina, and discusses his legal problems and changes his life has seen.
Mia's first session has her admitting to Paul that she was hoping he'd be impressed by her job and that she disclosed her relationship with a married man.
April talks about her ex-boyfriend and his newest relationship, and their reaction to her condition she is currently in.
Oliver talks to Paul about the problems he's been having at school, but admits he hasn't told his parents out of fear it will cause them to fight even more.
Paul tries to get Walter to acknowledge that he has panic attacks and that they may have their origins in a tragic event from when he was a child. Meanwhile, Rosie comes for a visit and is upset to learn her father is involved in a lawsuit.
Paul is unsure about continuing his therapy with Gina, but winds up bringing up a teen romance and how it relates to his mother's first suicide attempt.
Paul is punished by Mia for being late on Monday morning by bringing up Laura's deposition in the Alex Prince case and imagining all the details of Laura and Paul's relationship.
April has been up all night and asks for an earlier session because she doesn't feel she can stay awake until her usual time. She becomes angered when a discussion about a childhood accident turns into a conversation about her mother's devotion to her autistic brother.
Oliver discusses his week of staying at his father's home which leads to a few surprising disclosures. One includes his confusion over a specific family matter just before his parents' separation.
Walter talks about his recent visit to Rwanda to see his daughter, all while trying to keep up with a disastrous business emergency.
Paul is encouraged by Gina to talk about his father's declining health and what effect his feeling of abandonment may have on his relationship with his kids.
Mia bursts into the Monday morning session, excitedly remembering all the lurid details of her weekend's wild debauchery, but Paul wants to concern themselves over her Sunday brunch with her father.
April's health continues to be a concern for Paul, as she seems more concerned about her autistic brother's condition than her own.
As Bess readies for a well-needed vacation, she gushes over how well Oliver has done, but Paul is sceptical that her son could have changed that quickly.
Having to deal with the aftermath of his company's crisis, Walter looks back at the loyalty towards the family who owns it and the media's perception of him.
Gina gives Paul some criticism for his constant complaints about what's missing from his life, and urges him to make peace with his bedridden father.
Areas touched on for this session between Paul and Mia include a discussion about mortality, being alone and making up for lost time.
April talks about her life since starting chemo and how one of her friends has reacted to the news of her cancer.
Oliver's father is worried over his change for the worse concerning his behaviour in school and at home. His father is also preoccupied by his own problems.
Paul fears that Walter's recent behaviour will do him harm.
Paul is pressed by Gina to talk about his father. Meanwhile, Alex's father gives Paul something else to think over.
A recent setback allows Paul to encourage Mia to re-examine her contentious relationship with her mother.
Paul feels he must defend himself during a discussion of April's long-standing anxieties.
Neither Paul nor Oliver can wholly endorse the radical idea for the future of their family which Luke and Bess suggested.
Paul suggests to Walter that he leaves his corporate attitude in the past and embraces his vulnerable side.
Gina and Paul clash when it's suggested that she's not personally invested in her patients.
Mia changes her direction after her plan of coaxing Paul in a trap falls short.
April's revelation begins a discussion concerning her anger problems and her future plans.
Paul discusses Oliver's fears about his parents' needing to solve their problems.
Paul attempts to have Walter see his life beyond being a CEO and as a person.
Paul and Gina look to the future into uncharted territory for their relationship