Guest Stars Will Chase as Michael Friedman Mare Winningham as Diane Mallum Phillipa Soo as Amber Collins Ray McKinnon as Jerry Mallum Brendan Patrick Connor as Howard Udell Ian Unterman as Jonathan Sackler Raúl Esparza as Paul Mendelson Arischa Conner as Leah Turner Lawrence Arancio as Raymond Sackler Jaime Ray Newman as Kathe Sackler Winsome Brown as Theresa Sackler Walter Bobbie as Mortimer Sackler Caitlin Mehner as Paula Greene Audrey Moore as Maureen Sara Co Starring Andres Erickson as Mortimer D.A. Sackler Samuel Ray Gates as Jermaine Spellman WIlliam Flaman as Logan Parker Deja Dee as Stephanie Mountcastle Paden Fallis as Louis Melton Austin Freeman as Grant Simmons Erin Dangler as Marianne Skolek Anthony Reynolds as Sheriff Nola Epps as Erika Mountcastle Murphy Dunville as Noah Mountcastle Al Sapienza as Paul Hanly Darin Toonder as Raymond's Lawyer Jennifer Haralson as Junior Lawyer Andrea Powell as Sharon Burnham Viviana Chavez as Maureen's Nurse #2 Wyatt Hunt as Brian Skolek Grace Thomas as Marketing Person #1 Kaylyn Jackson as Detox Nurse Thomas Henke as Press Conference Reporter #1 John D. Gordon as Security Guard Robert Mitchel Owenby as Pawn Shop Broker Casey Ford Alexander as E.R. Doctor #1 Zach Ball as I.T. Guy Esosa Idahosa as Male Rehab Nurse Alexander Baxter as Marketing Person #2 Randy Spence as Nervous Patient Susan Wood as Realtor J. Matthew Wallace as Rick's Pastor Steve Wedan as Marianne's Priest
