Guest Stars Mare Winningham as Diane Mallum Will Chase as Michael Friedman Phillipa Soo as Amber Collins Ray McKinnon as Jerry Mallum Ian Unterman as Jonathan Sackler Brendan Patrick Connor as Howard Udell Raúl Esparza as Paul Mendelson Andrea Frankle as Beth Sackler Lawrence Arancio as Raymond Sackler Arischa Conner as Leah Turner Jaime Ray Newman as Kathe Sackler Cleopatra Coleman as Grace Pell Jake McDorman as John Brownlee Walter Bobbie as Mortimer Sackler Winsome Brown as Theresa Sackler Linda Powell as Karen Moles Kenneth Tigar as Arthur Sackler Sean Allan Krill as Daniel Co Starring Deadra Moore as Karen Johnson Andres Erickson as Mortimer D.A. Sackler Samuel Ray Gates as Jermaine Spellman Alayna Hester as Elizabeth Ann McClung Deja Dee as Stephanie Mountcastle Gena Shaw as Jennifer Ramseyer Pete Burris as Sterling Moore Rick Espaillat as Dr. Alan Spanos Helen Goldsby as Regina Carter Lynne Ashe as Sweet Lady Scott Charles Blamphin as Eddie Murphy Dunville as Noah Mountcastle Peyton Cantrell as Jesse Hall Mike Stanley as Burly Man Nola Epps as Erika Mountcastle Marc Gowan as Dallas Lambert Adam Cole as Jack Deskin Harvey Roberts as Thomas Mitchell Jay Cardell as Doctor #3 Rupal Pujara as Judge CJ Williams as Bert Salas Dan Preston as Wayne Owens John Dupree as Christopher Madison Thomas Bibb as Tom Rebecca Blum as Doctor #2 Betsy Puckett as Suzanne Hall James W. Hester as Reverend Fields Marilyn Busch as Female Parent Paul Stober as Doctor #1 Patt Noday as Mortimer's Lawyer Alex Barone as Tucker Smith Bonnie Johnson as Nancy Blevins Keith Tyree as Rodney Hall