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 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 Glynnis O'Connor as Barbara Bubba Weiler as David Sackler Co Starring Deadra Moore as Karen Johnson R. Keith Harris as Martin Willis Andres Erickson as Mortimer D.A. Sackler Morgan Brown as Gregg Wood Samuel Ray Gates as Jermaine Spellman Gena Shaw as Jennifer Ramseyer Pete Burris as Sterling Moore Scott Charles Blamphin as Eddie Kurt Yue as Roanoke Doctor Kevin Saunders as Van Driver David de Vries as Purdue Lawyer #1 Keith Flippen as Mining Company Rep James Healy, Jr. as Judge K. Ryan Parker as VFW Moderator Rachel Walters as Marissa Sackler Jody Matzer as Oak Valley Pharmacist 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 Sandra Lafferty as Elderly Lady Jason Burkey as Todd Baumgarten David Welborn as Donald Combs