A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.
Everyone has 'moved on', except for Sherman and Jim Levenstein's still understanding father. Little Matt Stiffler wants to join his older brother Steve's business and, after everything Matt has heard from Jim's band-geek wife, he plans to go back to band camp and make a video of his own.
Two men wake up to find themselves shackled in a grimy, abandoned bathroom. As they struggle to comprehend their predicament, they discover a disturbing tape left behind by the sadistic mastermind known as Jigsaw. With a chilling voice and cryptic instructions, Jigsaw informs them that they must partake in a gruesome game in order to secure their freedom.
When a bag filled with money goes missing from a casino, the Hitman (Chris O'Donnell) must retrieve it. While he tracks the stash down, the bag changes hands numerous times, finding its way to the Drifter (Jeremy Davies) and the Waitress (Rachael Leigh Cook), among others. As the bag's journey continues, more characters, including the Cop (Michael Rapaport) and the Sheriff (Keith David), get drawn into the winding crime tale, and the search becomes increasingly desperate.
