Guest Stars Mark Duplass as Brendan Deslaurier Mary Grill as Maggie B.J. Novak as Jamie Stone Allison Williams as Jillian Randall Park as Dr. Colin Lee Eva Amurri as Lucy Jae Suh Park as Anna Co Starring Phoebe Neidhardt as Ashley Jesse Heiman as Riley Cole Hockenbury as Nervous Usher Trisha Beharie as Waiter