Justin Timberlake as Eddie Palmer

Ryder Allen as Sam

Juno Temple as Shelly

Alisha Wainwright as Maggie Hayes

June Squibb as Vivian Palmer

Dean Winters as Jerry

Wynn Everett as Lucille Coles

Jesse C. Boyd as Tommy Coles

Charmin Lee as Judge Ellen Antheem

Jake Brennan as Jake

J.D. Evermore as Principal Forbes

Stephen Louis Grush as Daryl Reed

Lance E. Nichols as Sibs

Stacie Davis as Social Worker

Carson Minniear as Toby Reed

Theodus Crane as Parole Officer

Hero Hunter as Boy

Nicholas X. Parsons as Ned

Ray Gaspard as Pastor

Zonia Pelensky as Melissa

Molly Sue Harrison as Emily

Dane Rhodes as Coles Senior

Craig Sheffer as Bartender Cosimo

Fisher Stevens as Additional Voices (voice)