Middle Men is a crime drama film that is based on the true story of Jack Harris, who was one of the pioneers of internet commerce. The movie explores the birth of internet pornography, the explosion of the dot-com boom, and the shadowy world of organized crime.
The film follows the story of Jack Harris, played by Luke Wilson, who is a successful businessman and family man. He is approached by two young entrepreneurs, Wayne Beering and Buck Dolby, played by Giovanni Ribisi and Gabriel Macht, who have created an online billing system for pornography websites.
Jack sees an opportunity to make a lot of money and agrees to help the duo run their business. However, as the internet porn industry starts to grow, Jack finds himself dealing with a range of unsavory characters, including mobsters, drug addicts, and pornstars.
As Jack struggles to keep his morals intact and hold onto his sanity, he must navigate through the perilous world of online commerce, where everyone is out to make a quick buck.
The movie also features a strong supporting cast, including James Caan as a ruthless mob boss, Kevin Pollak as a lawyer, and Kelsey Grammer as a corrupt businessman.
Middle Men is a gripping and darkly humorous film that provides an inside look into the seedy underbelly of internet commerce and the toll it takes on one man's soul.