Guest Stars Tracy Letts as Nick James Lesure as Henry Dominic Fumusa as Jeremy Annabelle Zasowski as Cecily Timothy Britten Parker as Leo Patricia Dunnock as Bev Isaac Josephthal as Cole Uly Schlesinger as Jason Campbell Mary Testa as Doctor Claudia Greta Lee as Insurance Adjuster A.J. Franklin as Delivery Man Bethany Jillard as Jendra Dylan Marron as Art Gallery Employee Kadijah Raquel as TBD