A big score goes wrong in a big way for a bunch of aspiring gangsters in this crime comedy. Matty Demaret (
Barry Pepper) is the son of a mid-level Brooklyn mob boss, Benny "Chains" Demaret (
Dennis Hopper). When Matty was 12 years old, Benny and Uncle Teddy (
John Malkovich) decided to see if Matty had what it took to be in the mob; they gave the boy a gun and ordered him to shoot a longtime enemy of the family. Matty lacked the nerve to do it, and ever since, Benny has been convinced his son is a coward. As an adult, Matty is stuck between a rock and a hard place; he'd like to work as a sports agent, but his family's criminal ties make that all but impossible, and his dad won't give him a chance in the family's operations. Uncle Teddy decides to give Matty a chance to make good by asking him to pick up a payment of $500,000 in Spokane, WA. Matty puts together a crew of three friends, all sons of mob guys, to help him out: muscle bound Taylor (
Vin Diesel), ladies' man Chris (
Andrew Davoli), and cocaine-addled would-be pilot Johnny (
Seth Green). Getting the money goes just fine, but during a refueling stop in Montana, Johnny has to hide the money to keep it from being discovered. It's then promptly stolen by a pair of burnouts. When Matty and his crew discover the money is missing, they head back to Montana, but before long, they find out that the sheriff (
Tom Noonan) is onto them, and that he has his own plans for the cash; they also learn that Uncle Teddy has some plans he didn't tell them about. Knockaround Guys marked the directorial debut for the screenwriting team of Brian Koppelman and David Levien. ~ Mark Deming, All Movie Guide