Guest Stars Jake Cannavale as Caesar Lou Ferrigno as Lenny Montana Josh Zuckerman as Peter Bart Meredith Garretson as Ali MacGraw Anthony Ippolito as Al Pacino Anthony Skordi as Carlo Gambino Patrick Gallo as Mario Puzo Joseph Russo as "Crazy" Joe Gallo T.J. Thyne as Gordy Willis Eric Balfour as Dean Tavoularis Paul McCrane as Jack Ballard Frank John Hughes as Frank Sinatra Derrick Baskin as Leroy "Nicky" Barnes Zack Schor as Fred Gallo Geoffrey Arend as Aram Avakian Carmine Giovinazzo as Sonny Grosso Michael Gandolfini as Andy Calhoun Co Starring Tracy Silver as Bluhdorn's Secretary Maya Butler as Diane Keaton Turhan Troy Caylak as Richard "Dickie" Dunston Christian Pedersen as Gary Glynn Aaron Alonso as Gaffer Anthony Gruppuso as Mafia Soldier Andrew Pickwood as Tea Room Waiter