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The Gamble

3.419881h 44mMovieAdventure

When Francesco returns home with the assumption that his father's wealth will be there to keep him content, he discovers that his father has lost everything to a German countess while gambling.

DirectorCarlo Vanzina
WritersCarlo Vanzina·Enrico Vanzina
ProducerDaniele Passani

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The Gamble was released on October 28, 1988 but we couldn't find it on any streaming service yet. Rights can change — try again later.

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Cast · Directed by Carlo Vanzina

MMMatthew Modine
Matthew Modine
Francesco Sacredo
FDFaye Dunaway
Faye Dunaway
Contessa Matilda Von Wallenstein
JBJennifer Beals
Jennifer Beals
Lady Olivia Candioni
IBIan Bannen
Ian Bannen
Padre di Francesco
CCCorinne Cléry
Corinne Cléry
Jacqueline
FJFeodor Chaliapin Jr.
Feodor Chaliapin Jr.
Federico
KHKarina Huff
Karina Huff
Blond Maid
AOAna Obregón
Ana Obregón
FMFederica Moro
Federica Moro
JHJacques Herlin
Jacques Herlin
Old fiancé of Olivia
VWVernon Wells
Vernon Wells
First Brother Podestà
GBGianfranco Barra
Gianfranco Barra
Manolo

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The Gamble — streaming FAQ

Which OTT platform streams The Gamble?

The Gamble isn't streaming anywhere in Canada yet.

Is The Gamble on Netflix?

No, The Gamble is not on Netflix in Canada as of October 2026.

Is The Gamble on Amazon Prime Video?

No, The Gamble isn't on Amazon Prime Video in Canada right now.

Where can I watch The Gamble for free?

The Gamble isn't streaming in Canada yet, so there's no way to watch it free at the moment.

What is the OTT release date for The Gamble?

The Gamble hasn't started streaming in Canada yet. Based on the typical 6–8 week theatrical-to-streaming window, we estimate it will arrive around December 16, 1988. This is a prediction, not a confirmed date.