Comedy Crime
Set in Prohibition era Chicago, bootlegger Robbo and his cronies refuse to pay the greedy Guy Gisborne a cut of their profits after Guy shoots mob boss Big Jim and takes over. When Big Jim's daughter, Marian, gives Robbo a large sum, believing he has avenged her father's death, the gangster donates to an orphanage, cementing his reputation as a softhearted hood.
Directed by
Gordon Douglas
Written by
David R. Schwartz
Peter Falk
Guy Gisborne
Frank Sinatra
Robbo
Dean Martin
Little John
Tony Randall
Hood (uncredited)
Manuel Padilla Jr.
Orphan Boy
Bing Crosby
Allen A. Dale
Victor Buono
Deputy Sheriff Alvin Potts
Edward G. Robinson
Big Jim Stevens (uncredited)
Sig Ruman
Hammacher (uncredited)
Paul Frees
Radio Announcer (voice) (uncredited)
Barbara Rush
Marian Stevens
Sammy Davis Jr.
Will Scarlet
Francis McDonald
Old Man at Robbo's Club
Robert Foulk
Sheriff Octavius Glick
Mike Lally
Attorney (uncredited)
Chuck Hicks
Factory Worker (uncredited)
Hans Conried
Mr. Ricks (uncredited)
Allen Jenkins
Vermin Witowski
Michael Jeffers
Nightclub Patron
Barry Kelley
Police Chief Oscar C. Brockton
Billy Curtis
Newsboy
Jack La Rue
Tomatoes
Richard Bakalyan
Robbo's Hood
Toni Basil
Flapper (uncredited)
Joseph Ruskin
Twitch
Arthur Tovey
Juror (uncredited)
Bill Zuckert
Jury Foreman (uncredited)
Jimmy Dime
Hood
Dick Simmons
Prosecutor
Bernard Sell
Club Patron
George Nardelli
Spectator at Dedication
Phil Arnold
Hatrack
Al Bain
Hood
Charles Sherlock
Pool Game Spectator (uncredited)
Boyd 'Red' Morgan
Jakes
Eugene Jackson
Congregation Member
Harry Wilson
Gisborne's Hood
Kenner G. Kemp
Nightclub Patron (uncredited)
Robert Carricart
Blue Jaw
Chester Hayes
Organ Grinder
Jeffrey Sayre
Courtroom Spectator (uncredited)
Frank J. Scannell
Robbo's Lawyer (uncredited)
Al Silvani
Robbo's Hood
Sayre Dearing
Courtroom Reporter / Nightclub Patron (uncredited)
Dick Johnstone
Club Patron
Robert Buckingham
Croupier
Maurice Manson
Dignitary
Larri Thomas
Dancer
Mickey Finn
Bartender
Al Wyatt Sr.
Hood
Richard Sinatra
Gisborne's Hood
Linda Brent
Derelict
Jimmy Van Heusen
Jerry Davis
Orphan Boy (uncredited)
Hank Henry
"Six Seconds"
Harry Swoger
Soupmeat
Bernard Fein
Charlie Bananas
Sonny King
Robbo's Hood
Phillip Crosby
Robbo's Hood
Caryl Lee Hill
Cocktail Waitress
Jim Michael
Hood (uncredited)
Herschel Graham
Juror (uncredited)
Bert Stevens
Nightclub Patron / Sidewalk Passerby (uncredited)
George Boyce
Derelict (uncredited)
Chet Allen
Hood
Monya Andre
Spectator at Dedication
Walter Bacon
Derelict (uncredited)
Benjie Bancroft
Bailiff
Eve Bernhardt
Woman
Oscar Blank
Derelict
Joe Brooks
Gisborne's Hood
James J. Casino
Hood
Michael Cirillo
Derelict
Robert Cole
Congregation Member
Thom Conroy
Dawson
Anne D'Aubray
Woman
Ronnie Dayton
Bit Part
John Delgado
Hood
Joe Evans
Congregation Member
Ben Frommer
Derelict
Rudy Germane
Club Patron
Joseph Glick
Hood
George Golden
Police Officer
Jack Gordon
Bartender
Ken Grant
Dancing Orphan
Joe Gray
Hood (uncredited)
Buck Harrington
Passerby
Ed Haskett
Juror
Lars Hensen
Club Patron
Chris Hughes
Jud
Joey Jackson
Butler
Johnny Kern
Worker
Joseph La Cava
Juror
Clarence M. Landry
Congregation Member
Primo López
Worker
Larry D. Mann
Workman (uncredited)
Jo Ann March
Woman
John Marlin
Hood
Mathew McCue
Derelict
Carolyn Morin
House Girl
Eddie Ness
Robbo's Lawyer
John Pedrini
Hood
Leslie Perkins
Woman
Ray Pourchot
Club Patron
Paul Power
Club Patron
Paul Ravel
Worker
Clark Ross
Nightclub Patron
Myrna Ross
Flapper
Milton Rudin
Judge
Diane Sayer
Booze's Witness (uncredited)
Mark Sherwood
Orphan Boy
Mabel Smaney
Derelict
Martin Strader
Passerby
Blaine Turner
Police Officer
Shirley Wilson
Courtroom Spectator
Marc Winters
Orphan Boy
John Zimeas
Hood
Joe Garcio
Derelict (uncredited)
Jack Baker

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