Middle Men Poster

Middle Men 2009

★ 6.5339 votes105 min📅 2009-05-17

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

Dive into the roaring early days of online commerce with *Middle Men* (2009), directed by George Gallo and set against a backdrop of ambition, danger, and moral dilemmas.

Director: George Gallo

Cast

Luke Wilson
Luke Wilson
Jack Harris
Giovanni Ribisi
Giovanni Ribisi
Wayne Beering
Gabriel Macht
Gabriel Macht
Buck Dolby
James Caan
James Caan
Jerry Haggerty
Jacinda Barrett
Jacinda Barrett
Diana Harris
Kevin Pollak
Kevin Pollak
Curt Allmans
Laura Ramsey
Laura Ramsey
Audrey Dawns
Rade Šerbedžija
Rade Šerbedžija
Nikita Sokoloff
Terry Crews
Terry Crews
James
Kelsey Grammer
Kelsey Grammer
Frank Griffin

Frequently Asked Questions

What is Middle Men (2009) about?

*Middle Men* follows Jack Harris, a trailblazer in the early days of e-commerce who finds himself entangled in a high-stakes web of deception and crime. As Harris fights to build his business, he's pulled into a dangerous underworld where trust is a luxury and survival is never guaranteed. The film explores the personal and professional toll of chasing profit in a morally ambiguous landscape.

Who directed Middle Men?

The film was directed by George Gallo, known for his knack for blending crime, comedy, and drama in character-driven narratives.

Who stars in Middle Men?

The film features a standout cast led by Luke Wilson, Giovanni Ribisi, Gabriel Macht, and the legendary James Caan, with Jacinda Barrett and Kevin Pollak rounding out the ensemble.

Is Middle Men (2009) worth watching?

While *Middle Men* (2009) flew under the radar, its ambitious storytelling and strong performances make it a compelling watch for fans of crime dramas and period piece comedies. The film's unique blend of humor and tension offers a fresh take on the dark side of ambition, even if it doesn't always hit its mark. A solid pick for those who enjoy character-driven thrillers with a moral twist.

How long is Middle Men?

The runtime of *Middle Men* is 105 minutes.

🎥 Trailer

About Middle Men (2009) — A Pioneering Tale of Internet Ambition and Moral Chaos

Dive into the roaring early days of online commerce with *Middle Men* (2009), directed by George Gallo and set against a backdrop of ambition, danger, and moral dilemmas. Luke Wilson stars as Jack Harris, a forward-thinking entrepreneur who stumbles into the untamed wild west of internet business, where the line between opportunity and exploitation blurs. As Harris navigates a world teeming with con artists, mobsters, and industry disruptors, he must confront the high cost of success while clinging to his ethical compass.

This dramatic comedy-thriller blends sharp wit with gritty realism, painting a vivid portrait of an era when the digital frontier was as lawless as the characters inhabiting it. With Giovanni Ribisi, Gabriel Macht, and James Caan rounding out the ensemble, *Middle Men* (2009) delivers a cautionary tale that's as thrilling as it is thought-provoking, capturing the chaos and allure of chasing the American dream in uncharted territory.