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 Patrick Gallo as Mario Puzo Anthony Skordi as Carlo Gambino 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 Turhan Troy Caylak as Richard "Dickie" Dunston Maya Butler as Diane Keaton Aaron Alonso as Gaffer Christian Pedersen as Gary Glynn Anthony Gruppuso as Mafia Soldier Andrew Pickwood as Tea Room Waiter