Beth and John return home from a trip upstate and attend Jen’s surprise birthday party, which turns out to be more surprising than expected. Beth reaches out to Ann during what may be the most pivotal time in Beth’s life.

Beth traps Ann into spending the day with her and John on John’s boat.

Beth gets an MRI to find the source of her back pain and, while inside, she reflects on her tumultuous childhood.

Ann helps Beth move the last of her things out of her and Matt’s apartment. Beth enlists her father’s help in wining and dining a big client.

Beth and John look for a therapist that can help them with the communication problems that are cropping up in their relationship. We visit younger John and put some missing pieces together.

Matt leans on Beth when something from his past catches up with him and makes him reevaluate his life.

John takes it upon himself to remodel the house, making a construction site of their home. Beth feels more and more isolated both by the mess and by John’s complete absorption into his various projects.

Beth is there for Jess in a time of need. Reflecting on her past, Beth realizes what she needs from John in order to feel safe again.

Beth, John, and friends visit New Orleans. Beth meets an old friend of John’s who deepens their appreciation for the city and one another. Her friends start down some dark paths they didn’t foresee.

Beth’s friends encourage her to get back into the hookup game now that she’s back on the Island, but Beth has formed a crush on a farmer at the vineyard she now reps.

Beth spends more time with John at the vineyard and tags along with him to the annual fair. There, she has an awkward run in with a childhood friend.

Beth decides she can’t waste any more time on regrets. She makes a plan to move forward, cut some old ties, and forgive.

Beth, John, and their friends wake up from a raucous night in NOLA and spend the day trying to recover. After meeting LaVar and Denisha’s son, Beth has a realization about John that will forever change them.

After life gets in the way, Beth realizes she hasn’t spent much time with her friends. She plans a get together for Maya, Jen, and Jess at the vineyard and the women realize they’ve missed a lot in their months of separation.

Beth and Matt head to Long Island to arrange a fast funeral for her mother. Beth starts to dig through her past.

After her breakup, Beth decides to leave Manhattan and head back to Long Island, at least for now. To make it work, she takes on a very “Long Island” Long Island vineyard as a client.

A newly unemployed Beth helps John at the farmers’ market. She and John attend a funeral, which makes Beth reevaluate a lot of things in her own life.

Beth accompanies her true-crime-lover sister, Ann, to the Dupree Murder House. During the reenactment, the sisters reveal too much about themselves to one another and the other guests. Beth lets down Maya in an possibly unforgivable way.

Beth begs off work and meets her friends at Maya’s new fancy spa gig in Manhattan. She revisits her first love. Later that night, Beth and John meet for a highly anticipated date that takes a surprise turn.

The cracks in every aspect of Beth’s seemingly great but unfulfilling life are starting to show when she gets earth-shattering news that will upend it all together.