Special Guest Stars Kyle MacLachlan as Dickie Pope Guest Stars Shannon DeVido as Emma Alvina August as June Washington-Chen Nancy Robertson as Billie Haig Sutherland as Finny Arthur Keng as Teddy Washington-Chen Oscar Nuñez as Dean Rose Daniel Doheny as Russell Jennifer Spence as Ashley Glynis Davies as Leslie Chris Diamantopoulos as Tom Chris Gethard as Jeffrey Q. Epstein Co Starring Ellen MacNevin as Rachel Hayley Sales as Missy Sierra Sidwell as Solange Bernie Yao as Dennis Veronica Jarvis as Mina Madonna Gonzalez as NYC Bartender Alistair Abell as Chandler Liam Dib as Jerry Angus Yam as Backpack Student Tucker Bowman as Ben
