As everyone pushes him around, including his own father, girlfriend, and even one of his closest friends, he doesn't give up on both achieving his dreams, and proving everyone wrong.

At home, Derrick's passion has started interfering with his high school education, causing tension between him and his father (Yancey Arias).

At the same time, Derrick's preppy, partying girlfriend Samantha (Jordan Valley) is starting to make him lose focus of his goals with her high-maintenance personality.

Thankfully, before leaving, Derrick has the chance to meet well-renowned skater Eric Jones (Ryan Sheckler), and attractive older sister Taylor (C.C.

with some other skateboarders there for the competition, Cash and Reese cause a fiery explosion in the parking lot of their motel, and after dropping off their stuff in their room, head to the Ybor City strip to party.

In a rage, Derrick abandons the group, just in time for Eric and Taylor to find him and allow him a place to stay in their motel room.

The next day, Derrick arrives at the Tampa AM with Eric and Taylor, where Mikey, Reese, and a freshly-out-of-jail Cash happily meet up with him.

Derrick is instantly landed a sponsorship on the spot, and after trading phone numbers with Taylor, he hops in Troy's van with the gang to ride back to Chicago in victory.