Guest Stars Clark Gregg as Arthur Sackler, Sr. Sam Anderson as Raymond Sackler Ron Lea as Bill Havens Brian Markinson as Howard Udell Jack Mulhern as Tyler Kryger Ana Cruz Kayne as Brianna Ortiz Carolina Bartczak as Lily Kryger John Ales as Dr. Gregory Fitzgibbons Noah Harpster as Dr. Curtis Wright Tyler Ritter as John Brownlee John Murphy as Michael Friedman Cody Porter as Dr. Paul Goldenheim Joel Keller as Rick Mountcastle Austin Strugnell as Randy Ramseyer Co Starring Olivia Markowski as Toddler Kaylee Vivienne Markowski as Toddler Kaylee David Tompa as Conference Room Lawyer Jamaal Grant as Shawn Flowers Megan Vincent as Carol Brewster Emidio Lopes as 7-11 Cashier Krista White as Mary Jo White Christopher Morris as Paul Pelletier Al McFoster as Bailiff Stephen Sparks as Howard Shapiro Michael Crawford as Courthouse Protestor #1 Frank Moore as Judge James Jones Lia Luz as Courthouse Protestor #2 Evan Sabba as Brad Andre Johnson as Courthouse Protestor #6 Ned Van Zandt as Rudy Giuliani Randall Triggs as Dr. Triggs Linda Preston as Courthouse Protestor #3 Frank Schiavone as Courthouse Protestor #4 Leonia Thames as Courthouse Protestor #5 Gurnam Bhinder as Courthouse Protestor #7 Rosie Callaghan as Richard's Maid Vincent Canning as Junkie Paul Bulicek as Concerned Citizen
