John and his girlfriend have vowed to marry once they save $30,000 for their dream house. But the minute they achieve their financial goal, John finds out his niece has been accepted at Harvard, and he's reminded of his promise to pay for her tuition (nearly $30,000). John's friend Duff convinces him to turn to petty crime to make the payment … but Duff's hare-brained schemes spin quickly out of control.
Jason Lee
as John Plummer
Tom Green
as Walter P. 'Duff' Duffy
Leslie Mann
as Elaine Warner
Megan Mullally
as Patty Plummer
Dennis Farina
as Mr. Warner
Tammy Blanchard
as Noreen Plummer
Richard Jenkins
as Honorable Judge Emmett Cook
Chris Penn
as David Loach
John C. McGinley
as Detective Charles
Seymour Cassel
as Uncle Jack
Don Wilson
as Loach's Friend
Martin Starr
as Liquor Store Clerk