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.
Will Ferrell
as James King
Kevin Hart
as Darnell Lewis
Alison Brie
as Alissa
Craig T. Nelson
as Martin
T.I.
as Russell
Greg Germann
as Peter Penny
Matt Walsh
as Bathroom Stall Man
Mariana Paola Vicente
as Alissa's Friend
Katia Gomez
as Rosa
Candi Brooks
as Alissa's Friend
Jimmy Fallon
as Jimmy Fallon
Edwina Findley
as Rita
