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.

Jackie Cogan is an enforcer hired to restore order after three dumb guys rob a Mob protected card game, causing the local criminal economy to collapse.

Terrence McDonagh is a New Orleans Police sergeant, who recieves a medal and a promotion to lieutenant for heroism during Hurricane Katrina. Due to his heroic act, McDonagh injures his back and becomes addicted to prescription pain medication. He then finds himself involved with a drug dealer who is suspected of murdering a family of African immigrants.