Guest Stars Robert Funaro as Officer Leach Susan Park as Dr. Monica Crumb Heather Burns as Bridget Demopolis Conor Leslie as Karen Delmonte Corey Stoll as Lewis Powell Adepero Oduye as Regina Plank Victor Colicchio as Lowdown Pat Eric T. Miller as Bob Ryder Jerold E. Solomon as Patrolman #2 Sonja Francis as Mrs. Ryder Kevin Kash as Employee Brian Berrebbi as Doug Frusciante Jay Russell as Hotel Manager Marilyn Torres as Officer Lorraine Hightower Paul Klementowicz as Clown Joe Ricci as Patrolman #1 Kelvin McGrue as Bartender Ari Fliakos as Earl Bentley