Middle Men

Business is a lot like sex ... getting in is easy, pulling out is hard.

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.

Drama Comedy Crime

Luke Wilson

Giovanni Ribisi

(Wayne Beering)

Gabriel Macht

James Caan

(Jerry Haggerty)

Jacinda Barrett

Kevin Pollak

Laura Ramsey

Rade Šerbedžija

(Nikita Sokoloff)

Terry Crews

Kelsey Grammer

(Frank Griffin)

Graham McTavish

(Ivan Sokoloff)

Robert Forster

John Ashton

Jason Antoon

Martin Kove

Shannon Whirry

(Screaming Mother)

Suzanne Kent

(Woman in Vet's Office)

Lauren Gallagher

(Scared Hooker)

Sanel Budimlic

Debbie Overbey

(Frustrated Woman at Airport Check-in (uncredited))

Diane Sorrentino

(Raven Swallows)

Stacey Alysson

(Alexandra Raines)

Richard Wilk

(Hard Rock Hotel Host)

Robert Della Cerra

Bubba Ganter

(Reggie (as Leon 'Bubba' Ganter))

Dexter Jasper

Melissa Bustamante

Jack Barnes

(Adam - 5 months)

Christian Michael Clark

(Michael - age 9)

Hunter Gomez

(Young Jack - age 15)

Price Mitchum

John Edmund Parcher

Ky Moni Abraham

(Bartender (as Ky-Moni Abraham))

Tami Donaldson

Aighleann McKiernan

Ginger Williams

Nick Sowell

Ron Cadwell

(Towncar Driver)

Argam Pogosjan

Brady Stanley

(Teenage Michael)

Shane Shields

Tom Noga

Jesse Jane

James Devoti

(News Reporter (as Jim Devoti))

Krista Braun

(News Reporter #2)

Raj Suri

(Pakistani Terrorist)

Frank Pesce

Tisa Ashley O'Neill

(AVN Bartender (as Tisa McCay))

Malorie Charak

Greg Vrotsos

(Arresting Officer (as Gregory Nicholas Vrotsos))

Julie Lott Gallo

(Jessie 'River Dancer')

Brittany Blasier

(Cocktail Waitress)