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 Mary Testa as Doctor Claudia Uly Schlesinger as Jason Campbell Greta Lee as Insurance Adjuster Dylan Marron as Art Gallery Employee A.J. Franklin as Delivery Man Bethany Jillard as Jendra Kadijah Raquel as TBD