Guest Stars Will Chase as Michael Friedman Mare Winningham as Diane Mallum Phillipa Soo as Amber Collins Ray McKinnon as Jerry Mallum Ian Unterman as Jonathan Sackler Brendan Patrick Connor as Howard Udell Lawrence Arancio as Raymond Sackler Arischa Conner as Leah Turner Jake McDorman as John Brownlee Alan Campbell as Dr. Paul Goldenheim Alayna Hester as Elizabeth Ann McClung Aaron Serotsky as David Haddox Adam Grupper as Purdue Lawyer Meagen Fay as Sister Beth Davies Susan Elaine Knight as TBD Andrew Polk as Stephen Bark Co Starring Deadra Moore as Karen Johnson R. Keith Harris as Martin Willis WIlliam Flaman as Logan Parker Annabelle Toomey as Thompson Brownlee Ray Dooley as Dr. Art Van Zee Erin Dangler as Marianne Skolek Serena Ebhardt as Sue Ella Kobak Van Zee Steven Reddington as Brownlee's Assistant Alpha Trivette as Judge Jones Cuyle Carvin as Pimp Jeff Campanella as Purdue Lawyer #4 Abigail Jackson as Nan Goldin Darryl Handy as Parent #2 Andrea Laing as TV Reporter Maggie Toomey as Thompson Brownlee (Age 7) Olivia D. Dawson as Probation Officer Maura Mazurowski as Prostitute Yinka Olagbegi as Purdue Security Eliana Ghen as Brownlee Reporter Jasmine Shea as Kaitlyn Cutler Dustin Lewis as Parent #1 Brian Kurlander as Purdue Lawyer #3
