Guest Stars Robert Funaro as Officer Leach Susan Park as Dr. Monica Crumb Heather Burns as Bridget Demopolis Conor Leslie as Karen Delmonte Adepero Oduye as Regina Plank Corey Stoll as Lewis Powell Eric T. Miller as Bob Ryder Victor Colicchio as Lowdown Pat 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