Sam continues her search for her higher power.
Sam struggles with whether or not to come clean to Alex.
Sam is forced to accept that she needs a new sponsor.
Sam and James reunite at an AA funeral and fall into old patterns.
Sam gets the opportunity to interview Bob the Drag Queen.
Sam and Alex prepare for their first romantic weekend away.
After Sam learns that Carol invaded her privacy, the two have an explosive fight, leaving Bob to try to mediate; just as things are going well with Peter, Felicia gets an unwelcome visitor from her past.
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.
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.
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.
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.
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.
In this flashback episode, an inebriated James meets a drunken "Katrina" (Sam) in a bar on Thanksgiving. After getting kicked out, the two embark upon their own one-night holiday celebration. James' time with Sam spurs him to make a change.
Sam and James travel to New York. While there, Sam is confronted with memories of who she was before sobriety and must decide whether she can risk being Old Sam again. Olivia and Stephanie take an important step in their IVF journey.
Sam scores a victory when she lands a job interview in New York with an unlikely ally, only to discover how scary it is to write while sober. Concerned her daughter needs help, Carol breaks a boundary and introduces herself to Olivia.
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.
Sam faces her hardest challenge yet: avoiding alcohol on St. Patrick's Day in Boston. Brit gives Sam an unexpected chance to rekindle their friendship. James and Mindy track down his lost keys while battling St. Patrick's Day temptations.
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.
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.
A public flame-out forces 20-something alcoholic Sam to move back home with her overbearing mother, Carol. Surrounded by all the triggers that made her drink, Sam tries to move past her worst self and figure out her best self. Kinda.
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