Guest Stars Jake Cannavale as Caesar Lou Ferrigno as Lenny Montana Josh Zuckerman as Peter Bart Meredith Garretson as Ali MacGraw Anthony Skordi as Carlo Gambino Patrick Gallo as Mario Puzo James Madio as Carmine Annie Funke as Sheila Nora Arnezeder as Françoise Glaser Frank John Hughes as Frank Sinatra Michael Rispoli as Tommy Lucchese Lola Glaudini as Candida Donadio Billy Magnussen as Robert Redford Derek Richardson as Mitch Kaufman Victoria Garcia-Kelleher as Erika Puzo Kyle S. More as Bernie Fein Sal Landi as Joe Bonnano Co Starring Tracy Silver as Bluhdorn's Secretary Ron Roggé as Jilly Rizzo Marcelo Tubert as Dominic Magnolia Jake Regal as Arthur Hiller Steven Pritchard as Ted Joseph Winford Warren as Dave Paul Black as Chateau Talent Agent Catherine Chapman as Chateau Hippie Girl Ryan Krause as Johnny Actor Matthew Furfaro as Anthony / Punk Natasha Sill as Nancy Cat Elliott as CBS Receptionist Paul Gunning as William Paley Marco Schiazza as Chasen's Maître d Jean Watts as Ann Margret Michael S. Garcia as Chateau Valet