An awkward run-in with her former best friend and her ex inspires Sam to own up to her past mistakes, both emotionally and financially. Meanwhile, as she resets her relationship with her mom, Sam is horrified to learn Carol is dating.

Sam tries to win over Brit by making an amends at her birthday party. Unfortunately, Sam wasn’t invited and neglected Felicia. Meanwhile, when Sam’s probation officer stops by, Carol struggles to explain Sam’s “situation” to her friends.

Sam embarks upon her first terrifyingly personal hook-up as a sober person with the help of Felicia, who has big plans to jump-start Sam’s dating life. Meanwhile, Carol “accidentally” plants a small seed of doubt in Brit’s mind about Joel.

After celebrating a milestone with a bang, Sam decides it’s time to make amends with Carol. When a fight with Joel makes Brit reexamine the future, she turns to an unlikely ally: Felicia. Meanwhile, James conceals a destructive secret.

On her wedding day, Brit’s jitters lead her to make an unexpected decision. Carol and Bob take their relationship to a new level. Sam learns the truth about James and is shaken to the core about what her future might hold.

For the first time in forever, with a new job and a new potential love interest, Sam thinks she has a life worth celebrating and throws herself a birthday party. Brit tries to convince everyone that she and Joel have the "perfect divorce."

Sam's newfound self-confidence is shaken when she learns her new boss is a blast from the past. Meanwhile, Felicia errs in how to congratulate her boyfriend on his promotion. And Olivia makes a life-changing decision.

Sam questions if she can move on at work from her old self while also trying to navigate a relationship with a "normie." Carol snoops around Sam's room and makes a terrible discovery. Joel and James have a night out.

In flashbacks to her dad’s Shiva, Sam is at odds with Carol while grappling with their own grief and dealing with her judgy Aunt Alice. In the present, Sam and James reunite at an AA funeral and fall into old patterns.

At Olivia’s baby shower, Sam is forced to accept that she needs a new sponsor, but doesn’t hit it off with Olivia’s suggestion. Carol visits Felicia and the two discover they have more in common than they thought.

Sam continues her search for her higher power. Brit and Joel throw a divorce party. Felicia considers next steps in her relationship with Peter.