Music 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
James Dime
Hood
Jeffrey Sayre
Courtroom Spectator (uncredited)
Larry D. Mann
Workman (uncredited)
Manuel Padilla Jr.
Orphan Boy
Diane Sayer
Booze's Witness (uncredited)
Michael Jeffers
Nightclub Patron
Larri Thomas
Dancer
Barbara Rush
Marian Stevens
Richard Sinatra
Gisborne's Hood
Edward G. Robinson
Big Jim Stevens (uncredited)
Dean Martin
Little John
Paul Frees
Radio Announcer (voice) (uncredited)
Victor Buono
Deputy Sheriff Alvin Potts
Toni Basil
Flapper (uncredited)
Tony Randall
Hood (uncredited)
Richard Bakalyan
Robbo's Hood
Frank Sinatra
Robbo
Hans Conried
Mr. Ricks (uncredited)
Billy Curtis
Newsboy
Allen Jenkins
Vermin Witowski
Sammy Davis Jr.
Will Scarlet
Jack La Rue
Tomatoes
Bing Crosby
Allen A. Dale
Mike Lally
Attorney (uncredited)
Bert Stevens
Nightclub Patron / Sidewalk Passerby (uncredited)
Dick Simmons
Prosecutor
Sig Ruman
Hammacher (uncredited)
Joseph Ruskin
Twitch
Arthur Tovey
Juror (uncredited)
Maurice Manson
Dignitary
Francis McDonald
Old Man at Robbo's Club
Kenner G. Kemp
Nightclub Patron (uncredited)
Bill Zuckert
Jury Foreman (uncredited)
Harry Wilson
Gisborne's Hood
Barry Kelley
Police Chief Oscar C. Brockton
Robert Foulk
Sheriff Octavius Glick
Al Bain
Hood
Al Silvani
Robbo's Hood
Al Wyatt Sr.
Hood
Charles Sherlock
Pool Game Spectator (uncredited)
Chuck Hicks
Factory Worker (uncredited)
Phil Arnold
Hatrack
Robert Carricart
Blue Jaw
Frank J. Scannell
Robbo's Lawyer (uncredited)
Mickey Finn
Bartender
Sayre Dearing
Courtroom Reporter / Nightclub Patron (uncredited)
Boyd 'Red' Morgan
Jakes
Dick Johnstone
Club Patron
George Nardelli
Spectator at Dedication
Eugene Jackson
Congregation Member
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)
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
Robert Buckingham
Croupier
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
Chester Hayes
Organ Grinder
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
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
Bernard Sell
Club Patron
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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