Guest Stars Mark Feuerstein as Mark Sarah Burns as Claire Adam Scott as Ben Josh Charles as Blake Rich Sommer as Graham Eric Nenninger as Warner Lake Bell as Donna Alyssa Milano as Renata David Wain as Yaron Chris Pine as Eric Jason Schwartzman as Greg Maya Erskine as Ginny Beth Dover as Shari Rob Huebel as Brodfard Gilroy Co Starring Phoebe Neidhardt as Heather Ava Acres as Jenny Will Greenberg as Grossman Timothy E. Goodwin as Driver Kim Estes as Art Critic Mark Berry as Foreign Dignitary