Middle Men poster
Where to stream

Middle Men

6.520091h 45mRMovieDramaComedyCrime

Chronicles Jack Harris, one of the pioneers of internet commerce, as he wrestles with his morals and struggles not to drown in a sea of conmen, mobsters, drug addicts, and pornstars.

DirectorGeorge Gallo
WritersGeorge Gallo·Andy Weiss
ProducersJason Shuman·William Sherak

Where to watch

HooplaHooplaTubi TVTubi TVPlexPlex
Availability shown for Canada · rights vary by country

Cast · Directed by George Gallo

LWLuke Wilson
Luke Wilson
Jack Harris
GRGiovanni Ribisi
Giovanni Ribisi
Wayne Beering
GMGabriel Macht
Gabriel Macht
Buck Dolby
JCJames Caan
James Caan
Jerry Haggerty
JBJacinda Barrett
Jacinda Barrett
Diana Harris
KPKevin Pollak
Kevin Pollak
Curt Allmans
LRLaura Ramsey
Laura Ramsey
Audrey Dawns
RŠRade Šerbedžija
Rade Šerbedžija
Nikita Sokoloff
TCTerry Crews
Terry Crews
James
KGKelsey Grammer
Kelsey Grammer
Frank Griffin
GMGraham McTavish
Graham McTavish
Ivan Sokoloff
RFRobert Forster
Robert Forster
Louie LA LA

More from Luke Wilson · Lead actor

The X-Files
The X-Files
1993 · 8.4
Entourage
Entourage
2004 · 7.4
That '70s Show
That '70s Show
1998 · 7.9
DC's Stargirl
DC's Stargirl
2020 · 7.7
Room 104
Room 104
2017 · 5.7
Legally Blonde
Legally Blonde
2001 · 6.8
The Hawk
The Hawk
2026 · 5.5
Charlie's Angels
Charlie's Angels
2000 · 5.9
Zombieland: Double Tap
Zombieland: Double Tap
2019 · 6.9
Scream 2
Scream 2
1997 · 6.5
See all fromLuke Wilson

More from Giovanni Ribisi · Co-star actor

Family Guy
Family Guy
1999 · 7.4
Friends
Friends
1994 · 8.4
The X-Files
The X-Files
1993 · 8.4
Married... with Children
Married... with Children
1987 · 7.7
Chicago Hope
Chicago Hope
1994 · 7.2
Entourage
Entourage
2004 · 7.4
The Wonder Years
The Wonder Years
1988 · 8.3
My Name Is Earl
My Name Is Earl
2005 · 7.7
Simon & Simon
Simon & Simon
1981 · 6.7
The Twilight Zone
The Twilight Zone
1985 · 7.7
See all fromGiovanni Ribisi

More from George Gallo · Director

The Ritual Killer
The Ritual Killer
2023 · 5.8
The Poison Rose
The Poison Rose
2019 · 4.7
The Comeback Trail
The Comeback Trail
2020 · 5.8
My Mom's New Boyfriend
My Mom's New Boyfriend
2008 · 5.4
Trapped in Paradise
Trapped in Paradise
1994 · 5.7
Vanquish
Vanquish
2021 · 5.2
Columbus Circle
Columbus Circle
2012 · 5.8
29th Street
29th Street
1991 · 6.9
Double Take
Double Take
2001 · 5.7
Bigger
Bigger
2018 · 7.0
See all fromGeorge Gallo

More like this

The Killing of a Chinese Bookie
The Killing of a Chinese Bookie
1976 · 7.0
The Ice Harvest
The Ice Harvest
2005 · 5.9
Hustlers
Hustlers
2019 · 6.5
Get Shorty
Get Shorty
1995 · 6.5
Harlem Nights
Harlem Nights
1989 · 6.1
The Grissom Gang
The Grissom Gang
1971 · 6.7
Donnie Brasco
Donnie Brasco
1997 · 7.5
Sharky's Machine
Sharky's Machine
1981 · 6.2
Hard Eight
Hard Eight
1997 · 6.8
Blood Simple
Blood Simple
1984 · 7.2
Wonderland
Wonderland
2003 · 6.1
Killer Joe
Killer Joe
2012 · 6.5

Middle Men — streaming FAQ

Which OTT platform streams Middle Men?

Middle Men is streaming on Hoopla, Tubi TV and Plex in Canada, and available to rent or buy on Apple TV Store. It's not currently on Netflix.

Is Middle Men on Netflix?

No, Middle Men is not on Netflix in Canada as of October 2026. It's currently on Hoopla and Tubi TV.

Is Middle Men on Amazon Prime Video?

No, Middle Men isn't on Amazon Prime Video in Canada right now. It's on Hoopla and Tubi TV instead.

Where can I watch Middle Men for free?

Middle Men is available to stream free (with ads) on Hoopla and Tubi TV in Canada.