Guest Stars Will Chase as Michael Friedman Mare Winningham as Diane Mallum Ray McKinnon as Jerry Mallum Phillipa Soo as Amber Collins Ian Unterman as Jonathan Sackler Raúl Esparza as Paul Mendelson Andrea Frankle as Beth Sackler Lawrence Arancio as Raymond Sackler Jaime Ray Newman as Kathe Sackler Cleopatra Coleman as Grace Pell Walter Bobbie as Mortimer Sackler Winsome Brown as Theresa Sackler Alan Campbell as Dr. Paul Goldenheim Carolee Carmello as Drea Price Shane Callahan as Russell Portenoy Bubba Weiler as David Sackler Glynnis O'Connor as Barbara Co Starring Deadra Moore as Karen Johnson R. Keith Harris as Martin Willis Andres Erickson as Mortimer D.A. Sackler Samuel Ray Gates as Jermaine Spellman Morgan Brown as Gregg Wood Gena Shaw as Jennifer Ramseyer Pete Burris as Sterling Moore Scott Charles Blamphin as Eddie David de Vries as Purdue Lawyer #1 Sandra Lafferty as Elderly Lady Kurt Yue as Roanoke Doctor Kevin Saunders as Van Driver Keith Flippen as Mining Company Rep James Healy, Jr. as Judge Jody Matzer as Oak Valley Pharmacist K. Ryan Parker as VFW Moderator Rachel Walters as Marissa Sackler Beth Macy as Barbara Mullins Scott Deal as Dr. Martin Kissell Willie Raysor III as Rescue Team Member Emilio Cuesta as Scruffy Teen Anna Magoulas as Purdue Lawyer #2 Robert McLeroy as Wayton's Pharmacist Carl Kennedy as M.S.H.A. Inspector Katie Killacky as Randy's Nurse #1 Jason Burkey as Todd Baumgarten David Welborn as Donald Combs