
When millionaire 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

as Angry Protester #1 (uncredited)