Guest Stars Mare Winningham as Diane Mallum Will Chase as Michael Friedman Ray McKinnon as Jerry Mallum Brendan Patrick Connor as Howard Udell Ian Unterman as Jonathan Sackler Andrea Frankle as Beth Sackler Lawrence Arancio as Raymond Sackler Arischa Conner as Leah Turner Jake McDorman as John Brownlee Cleopatra Coleman as Grace Pell Walter Bobbie as Mortimer Sackler Winsome Brown as Theresa Sackler Linda Powell as Karen Moles Rebecca Wisocky as Cynthia McCormick Aaron Serotsky as David Haddox Carolee Carmello as Drea Price Caitlin Mehner as Paula Greene Nicholas Logan as Walt Mark Jacoby as Dr. Hershel Jick Co Starring Deadra Moore as Karen Johnson Andres Erickson as Mortimer D.A. Sackler Morgan Brown as Gregg Wood Alayna Hester as Elizabeth Ann McClung Samuel Ray Gates as Jermaine Spellman WIlliam Flaman as Logan Parker Travis Smith as Eric Miller Austin Freeman as Grant Simmons Stephanie Parker as Foreperson Susanna Velasquez as Court Reporter Terrence Clowe as Cali Peyton Cantrell as Jesse Hall Monica Garcia Bradley as Sales Rep (Sandra) Dave Pileggi as Everglade Clinic Doctor Elizabeth Becka as Sweet AA Woman Ryan Paynter as Teen Jeris Donovan as Val Tamil Periasamy as Grand Jury Scientist Tricia Hawn as Shelly Finnix Benjamin Perkinson as Chase Jude Timothy Harris as Ryder Libbie Baggan as Party Teen