100 minutes
3/26/2015
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
Erick Chavarria
as Cecelio
Ariana Neal
as Makayla
Paul Ben-Victor
as Gayle Burns
John Mayer
as John Mayer
Jon Eyez
as Big Mike
Nito Larioza
as Jaoa
Dan Bakkedahl
as Leo
Ron Funches
as Jojo
Jackie Tuttle
as Alissa's Friend
Christopher Berry
as Spider
Raeden Greer
as Groupie
Elliott Grey
as Judge V. Carlyle
James Moses Black
as FBI Agent
Brian Oerly
as Skinhead
Chris Marroy
as Trader
Joshua Joseph Gillum
as Rico
Dave Davis
as Cross Dresser
T.J. Jagodowski
as Chris
Shad Gaspard
as Big Ass Julian
Dominique Perry
as Shonda
Eli Jane
as Yoga Mom (uncredited)
Erika Erica
as Client (uncredited)
Hans Marrero
as Big Guy #3 (uncredited)
Michael Martin
as Homeless Guy
Jason R.A. Foster
as Car washer
Michael P. Sullivan
as Guy In Crowd