Anthony LaPaglia

as Dad

as Jack Wolf

as Self

as Driver

as Terry

as Gaetano Lolli

as Samuel Mullins

as Honest John Hartunian

as Frank Mollard

as Bob Caleo

as Mike

as Daniel

as Leo Hurwitz

as Bob Anderson

as Spec Broadwater

as Self

as Gordie

as Narrator

as Robert Soulter

as Barry Moochmore

as Tully

as Ken Roberts

as Alpha Skua (voice)

as Lex Luthor (voice)

as Dad

as Twilight (voice)

as Roger East

as Jim Peck (voice)

as Boss Skua (voice)

as Detective Drummond

as Leo Waters

as Jim Winters

as Dick Dresner

as Tulley

as Jack's Attorney

as Self

as Al Capone (uncredited)

as Anthony Bella / Nicky Caesar (uncredited)

as Ray

as Al Garcetti

as Date 3 - Bobby

as Nick

as Dr. Maas (segment "The Other Side")

as Leon Zat

as Jack's Attorney

as Simon O'Reily

as John Volpe

as Sim Rosedale

as Michael Andretti

as Fidel Castro

as Detective Lou Petrocelli

as Charlie "Lucky" Luciano

as Al Torrio

as Bobby Benedetto

as Mike Henshaw

as Harry Luce

as Don Paolo Montale

as Jimmy Wyler

as Rob

as Willie Serling

as Jim Valvano

as Gary Fitzgerald

as Joe Reaves

as Barry Muldano

as Larry Talbert

as Felix

as Mick

as James Quinlan

as Eddie Mercer

as Tony Giardino

as Joe Gennaro

as Larry Morgenstern

as Ross Gage

as Frank Pesce Jr.

as Stevie Diroma

as Mark

as Vince Benedetto

as Stevie Dee

as David Ringel

as Henry

as Vito

as Frank Nitti

as Sgt. Petrelli

as Spooky

as Mechanic #2

as British Flyer

as Coach Dewey D'Angelo

as Self - Willy Loman, Her Majesty's Theatre, Melbourne, AUS, 2023 (Pre-Tape Segment)

as Tytus Broz

as Sonny Valentine

as Self

as Narrator

as Tom Saracen

as Constantine Clios

as Constantine Clios

as Vito Rizzuto

as Eddie

as Eddie

as Jan Roth

as Self - Panellist

as Self

as Self

as Jack Malone

as Jack Malone

as Self

as Self

as Self

as Self

as Jimmy Wyler

as Simon Moon

as Self - Guest

as Abel, the Cable Guy

as Raskin

as Sgt. Petrelli

as mechanic #2

as Agent

as Punk #1 (segment "The Last Defender of Camelot")

as Det. Russell Woodward

as Narrator (voice)

as Albert Stanley Higgins

as Self - Winner

as Self - Winner

as Self - Nominee