Wealthy investment banker James King lives the high life until he is falsely accused of fraud and sentenced to a ten-year stint in San Quentin. With only 30 days to get his affairs in order and prepare for prison, he panics, fearing he won’t survive behind bars. Desperate and clueless about how to toughen up, he turns to Darnell Lewis, a small business owner who washes his car, to help him endure the ordeal. Assuming Darnell has been to prison given stereotypes he holds, James offers Darnell a substantial sum of money for his guidance.

Darnell, who is actually a law-abiding citizen with no criminal record, sees the opportunity and agrees to the deal to better provide for his family. Together, they embark on a crash course in prison survival. Darnell uses James's misconception to his advantage, creating a hilarious yet rigorous training program that includes physical conditioning and intimidation tactics intended for self-defense. As they navigate these preparations, both men confront their prejudices and begin to form an unexpected friendship that challenges their worldviews and self-perceptions.