Ryan has been enjoying the freedoms of living on his own, but when his late night parties start getting out of hand, Ryan must decide if the thrill of the chaos is worth the risk.
Ryan must overcome his pre-season injury and silence his critics in the first contest of the skate season, The Maloof Money Cup. Ryan invites Casey's ex-girlfriend to the contest in hopes Casey will let bygones be bygones.
Ryan is hosting the first annual Ryan Sheckler Celebrity Golf Tournament, but when Ryan invites his buddies, Steve gets concerned. Ryan must prove to his younger brother that he is still an important part of his life.
The X Games competition is the most important contest of the year to Ryan, but can he overcome his injury in order to break his losing streak? Steve encourages Ryan to cut down on frivolous spending.
Ryan's younger brother, Shane, needs Ryan's help convincing mom to le him go on a skate trip, but even Ryan doubts if he's ready to be on the road unsupervised. Meanwhile, Ryan meets a super cute model named Melissa.
Ryan faces on of the biggest challenges in his life when he finds out his two best friends are moving away for college. Ryan is offered a major role in a Hollywood movie, but struggles with how his haters will respond.