Nelly is not happy when his entourage accidentally double-books him for a speaking engagement at his school for music and a concert in South Dakota. Shawn must find a way to fix a broken hard drive that has all of his new music.

Nelly gives an epic performance on a private island in the Bahamas, Miss Jackson struggles to leave the pain of her last relationship behind, and the kids hang with Nelly's entourage until one of them gets hurt.