Owen Wilson plays Dignan, an ambitious and quirky character who dreams of being a criminal mastermind.
Luke Wilson portrays Anthony Adams, a somewhat aimless young man who gets caught up in Dignan's schemes.
Robert Musgrave plays Bob Mapplethorpe, a supportive friend who joins Dignan and Anthony on their criminal endeavors.
Andrew Wilson takes on the role of Future Man, a character who serves as a mentor and inspiration to the main trio.
Lumi Cavazos plays Inez, a love interest who becomes involved with one of the main characters.
James Caan portrays Mr. Henry, a seasoned criminal who influences the main characters.
Ned Dowd plays Dr. Nichols, a character who interacts with the main cast during their misadventures.
Shea Fowler portrays Grace, another character who becomes part of the story through her connections.
Haley Miller plays Bernice, who adds to the dynamics of the group with her interactions.
Brian Tenenbaum plays H. Clay Murchison, a character who becomes involved in the group's plans.
Jenni Tooley portrays Stacy Sinclair, adding to the storyline with her unique personality.
Temple Nash plays Temple, a character who is part of the wider narrative surrounding the main characters.
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