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 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.