Garrett Hedlund

as Caleb Faulkner

as Nanny 1

as Shipp

as Garrett Montgomery

as Russell Gaines

as Stephen

as Ethan Campbell

as Mitch Keller

as Harry Anslinger

as Luther

as Perry Montroy

as Spence

as Self

as Ben Miller

as Corey

as Mike Burden

as Joel Hurley

as Jamie McAllan

as David Dime

as Thomas

as James Hook

as John Fitzgerald

as Jonathan

as Self

as Johnny Five

as Dean Moriarty / Neal Cassady

as Self

as Self

as Sam Flynn

as Beau Hutton

as Sam Flynn

as Billy Darley

as Harlan Wilson

as Murtagh

as Jack Mercer

as Don Billingsley

as Patroclus