Guest Stars Mare Winningham as Diane Mallum Will Chase as Michael Friedman Phillipa Soo as Amber Collins Ian Unterman as Jonathan Sackler Brendan Patrick Connor as Howard Udell Raúl Esparza as Paul Mendelson Andrea Frankle as Beth Sackler Arischa Conner as Leah Turner Jaime Ray Newman as Kathe Sackler Jake McDorman as John Brownlee Cleopatra Coleman as Grace Pell Alan Campbell as Dr. Paul Goldenheim Carolee Carmello as Drea Price Sean Allan Krill as Daniel Shane Callahan as Russell Portenoy Co Starring Deadra Moore as Karen Johnson R. Keith Harris as Martin Willis WIlliam Flaman as Logan Parker Annabelle Toomey as Thompson Brownlee Helen Goldsby as Regina Carter Rick Espaillat as Dr. Alan Spanos Mike Stanley as Burly Man Susanna Velasquez as Court Reporter Lynne Ashe as Sweet Lady Stephanie Parker as Foreperson Kire Elsasser as Lucas Amy Parrish as Judy Cohen David Vaughn as Ad Exec #1 Rachel Deacon as Lee Ann Necessary Adam Fristoe as James Comey Sharon Blackwood as Landlady Catherine Kamei as Ad Exec #2 Julie Mun as Speaker Ryan Burch as Mark Bellinger Jordan Nelson as Professor of Pharmacology Greg Lee as Federal Agent Erin Ownbey as Receptionist Tracie Frank as Sarah Miller Caitlin McAvoy as Greeter