Gemma (Tara Summers) asks Bridget (Sarah Michelle Gellar), who is still posing as Siobhan, to do her a favor that could cost Bridget everything. Henry (Kristoffer Polaha) is given some crushing news about his writing career, and Andrew (Ioan Gruffudd) has to deal with his tumultuous relationship with his teenage daughter Juliet (Zoey Deutch). Bridget meets a potential new sponsor named Charlie (guest star Billy Miller) at a local Narcotics Anonymous meeting, while Malcolm (Mike Colter) must face his demons when he is put in a position that could jeopardize his sobriety.