Guest Stars Tracy Letts as Nick Dominic Fumusa as Jeremy James Lesure as Henry 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 Bethany Jillard as Jendra A.J. Franklin as Delivery Man Dylan Marron as Art Gallery Employee Kadijah Raquel as TBD