Guest Stars Will Chase as Michael Friedman Mare Winningham as Diane Mallum Ray McKinnon as Jerry Mallum Phillipa Soo as Amber Collins Brendan Patrick Connor as Howard Udell Raúl Esparza as Paul Mendelson Andrea Frankle as Beth Sackler Arischa Conner as Leah Turner Linda Powell as Karen Moles Rebecca Wisocky as Cynthia McCormick Aaron Serotsky as David Haddox Nicholas Logan as Walt Frank Wood as Doctor Trevor Long as Rudy Giuliani Co Starring R. Keith Harris as Martin Willis Morgan Brown as Gregg Wood Vince Pisani as David Gauvin Kire Elsasser as Lucas Terrence Clowe as Cali Ben Peck as Asa Hutchinson Kyle Findley as Rehab Resident #2 Lowrey Brown as Rehab Counselor Patrice Fisher as Methadone Clinic Nurse Rose Bianco as Therapist Ja'Corey Jones as Rehab Resident #3 Travis John Powers as Rehab Patient / Resident #1 Jay Thompson as Kentucky Pharmacist Athena McDowell as DEA Lab Analyst Rabon Hutcherson II as Purdue Rep #1 Tommy McNulty as Bro Rep Shelly Townsend as Vivian Parker Sack as Dirk David Alexander as Jay McCloskey Charles Green as Betsy's Pastor Annie Humphrey as Chemist Joe Knezevich as Matt Erickson
