Guest Stars Jake Cannavale as Caesar Lou Ferrigno as Lenny Montana Josh Zuckerman as Peter Bart Meredith Garretson as Ali MacGraw Patrick Gallo as Mario Puzo Anthony Skordi as Carlo Gambino 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 Kyle S. More as Bernie Fein Victoria Garcia-Kelleher as Erika Puzo Sal Landi as Joe Bonnano Co Starring Tracy Silver as Bluhdorn's Secretary Ron Roggé as Jilly Rizzo Matthew Furfaro as Anthony / Punk 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 Marcelo Tubert as Dominic Magnolia 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