Guest Stars Mare Winningham as Diane Mallum Will Chase as Michael Friedman Phillipa Soo as Amber Collins Brendan Patrick Connor as Howard Udell Ian Unterman as Jonathan Sackler 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 Rick Espaillat as Dr. Alan Spanos Helen Goldsby as Regina Carter Lynne Ashe as Sweet Lady Annabelle Toomey as Thompson Brownlee Susanna Velasquez as Court Reporter Kire Elsasser as Lucas Stephanie Parker as Foreperson Mike Stanley as Burly Man Amy Parrish as Judy Cohen Adam Fristoe as James Comey 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 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