Sterling Montross [Vincent Ventresca] Vincent Ventresca is "Sterling Montross", a slick, self-assured restaurateur and City Supervisor who aspires to be the next JFK. He is Alex's high school nemesis and Arden's ex-boyfriend. Ventresca is a graduate of Indiana University. He has starred in numerous television series including "Boston Common", "Medicine Ball", "Prey","Maggy Winters", and had a recurring role as the memorable "Fun Bobby" on "Friends". His film credits include starring opposite Mira Sorvino and Lisa Kudrow in Romy and Michelle's High School Reunion. A full listing of Vincent Ventresca's work Back Film's Produced