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 Lynne Ashe as Sweet Lady Helen Goldsby as Regina Carter Rick Espaillat as Dr. Alan Spanos Stephanie Parker as Foreperson Kire Elsasser as Lucas Susanna Velasquez as Court Reporter Mike Stanley as Burly Man Adam Fristoe as James Comey Catherine Kamei as Ad Exec #2 Amy Parrish as Judy Cohen Jordan Nelson as Professor of Pharmacology Julie Mun as Speaker Ryan Burch as Mark Bellinger Greg Lee as Federal Agent David Vaughn as Ad Exec #1 Erin Ownbey as Receptionist Rachel Deacon as Lee Ann Necessary Tracie Frank as Sarah Miller Sharon Blackwood as Landlady Caitlin McAvoy as Greeter