Frances and Robert, having both moved on, discover that their new lives are much more complicated than anticipated. Diane has her first face to face with Nick. Dallas continues her quest to connect with her resentful son, Cole.
Tensions escalate as Robert and Jackie's wedding looms. Robert admits to pre-wedding jitters and Frances plans a weekend getaway with Henry. After a therapy session gone awry, Dallas considers what's next for her. Diane's future looks bright as she snags a big-spender.
Tom's anti-college college essay causes Frances and Robert to come to blows regarding their co-parenting styles. Robert's sister Cathy shows up unannounced, wreaking havoc. Diane bonds with a young woman at the store.
Frances and Henry share a meal with Robert and Jackie. Things go from bad to worse and both relationships are strained. Frances has a big day at work. Dallas must deal with yet another troublesome client. Diane catches the attention of an older man.
Robert and Frances are thrown together for a weekend as they chaperone Lila's away-game. Robert has his hands full trying to keep rowdy teens in line, while also clocking Frances' new flirtation. Dallas learns that she and her fellow therapists share a common problem.
As each of their relationships reach a moment of truth, Frances and Robert face the reality of post-divorce life. Frances urges her colleagues to break out of their comfort zones. Dallas discovers what she really wants. Diane reconsiders her relationship with Gordon.
Finally divorced, a financially strapped Robert looks for work and a new living situation, while Frances battles insomnia and her newly complicated relationship with her children.
Frances is forced to deal with Lila's growing resentment toward her. After his co-workers encourage him to get back in the game, Robert reconnects with Janice. Diane blindsides Frances with a setup, and Dallas attempts to call things off with Tony.
After helping new friend Andrew appraise some art, an inspired Frances tries to track down an unknown painter. Diane tries to ignore her issues with Nick by throwing herself into the gallery. Sparks fly with a realtor when Robert shows his house to her.
When Robert's dad falls ill, Robert and Frances reunite in Ohio, where they reminisce about happier times, and deal with Robert's overbearing sister, Cathy. Back in Hastings-on-Hudson, Tom jumps at the chance to chauffeur Diane around town in her luxury car.
Frances learns that Robert has a new woman in his life, and enlists Diane and Dallas to get intel on her before Lila's 13th birthday party.
After Robert finds Tom in a compromising position, Frances and Robert re-visit their marriage counsellor to set new ground rules for the kids. Frances weighs how serious her own new relationship with Andrew should be. Jackie seeks out Dallas' advice.
Frances spots the dashing art bigwig Skip Zakarian at an auction and invites him to Sylvia's upcoming show, where he shows interest in more than art. A successful sale inspires Jackie to propose that she and Robert team up on a house-flipping business.
Robert and Jackie move toward a new step in their real-estate business. Frances faces the fallout of a successful opening at her gallery, and enlists Robert's help with a home-repair project. A returned favour from Frances sets Diane on a bender.
A middle-aged couple try to figure out if their marriage is worth saving after a shocking event at a friend's birthday party makes them take a hard look at their own lives.
Frances rushes to intercept Robert before he tells the kids that she's divorcing him. Everyone gathers at the hospital to support Diane as she waits for news on Nick's condition; and Frances considers finally signing a lease to open her long-planned art gallery.
Robert and Frances attend couples therapy in an effort to see if their marriage is salvageable. Frances gets advice from Dallas, while Robert vents at work. At home, tensions mount as Frances and Robert try to maintain a facade of normalcy for the children.
In hopes of keeping their split amicable, Frances and Robert meet with a mediator. Frances confides in a co-worker, and Robert gets surprising financial news.
Frances discovers that Robert has hired a lawyer, and responds in kind. Frances looks to connect with an influential artist. Robert pitches Nick a can't-miss investment opportunity.
Frances and Robert try to set aside their differences and make their annual Christmas trip with the kids to her parents' house.
While Robert tries to re-enter the "dating" pool, Frances discovers Robert has misled her about their financial situation.
Frances pursues a new job, and is troubled that Robert suddenly seems so happy, despite the divorce.
Frances takes issue with a lawyer's insinuations of negligence. Elsewhere, Dallas makes a connection at Diane and Nick's latest party.
Tensions ease between Frances and Robert, but a move by Frances' new lawyer sends Robert on a vengeful path.