When obscenely rich hedge-fund manager James is convicted of fraud and sentenced to a stretch in San Quentin, the judge gives him one month to get his affairs in order. Knowing that he won't survive more than a few minutes in prison on his own, James desperately turns to Darnell-- a black businessman who's never even had a parking ticket -- for help. As Darnell puts James through the wringer, both learn that they were wrong about many things, including each other.
as James King
as Darnell Lewis
as Alissa
as Martin
as Russell
as Peter Penny
as Bathroom Stall Man
as Alissa's Friend
as Rosa
as Alissa's Friend
as Jimmy Fallon
as Rita
as Cecelio
as Makayla
as Gayle Burns
as John Mayer
as Big Mike
as Jaoa
as Leo
as Jojo
as Alissa's Friend
as Spider
as Groupie
as Judge V. Carlyle
as FBI Agent
as Skinhead
as Trader
as Rico
as Cross Dresser
as Chris
as Big Ass Julian
as Shonda
as Yoga Mom (uncredited)
as Client (uncredited)
as Big Guy #3 (uncredited)
as Homeless Guy
as Car washer
as Guy In Crowd