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 Arischa Conner as Leah Turner Andrea Frankle as Beth Sackler Jaime Ray Newman as Kathe Sackler Cleopatra Coleman as Grace Pell Jake McDorman as John Brownlee 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 Kire Elsasser as Lucas Mike Stanley as Burly Man Stephanie Parker as Foreperson Helen Goldsby as Regina Carter Lynne Ashe as Sweet Lady Susanna Velasquez as Court Reporter Rick Espaillat as Dr. Alan Spanos Annabelle Toomey as Thompson Brownlee Rachel Deacon as Lee Ann Necessary Amy Parrish as Judy Cohen Jordan Nelson as Professor of Pharmacology Adam Fristoe as James Comey Sharon Blackwood as Landlady Catherine Kamei as Ad Exec #2 Julie Mun as Speaker Ryan Burch as Mark Bellinger Greg Lee as Federal Agent David Vaughn as Ad Exec #1 Erin Ownbey as Receptionist Tracie Frank as Sarah Miller Caitlin McAvoy as Greeter
