What comes to mind when you think about skateboarding? Depending on your age (wink), your initial thoughts might range from "kid's toy" to "action sport," or from "thrilling" to "dangerous" or even "annoying noise." Although skateboarding bore the reputation of a rebellious counterculture in its early days, it is becoming clear that there might be a more profound social and educational value to the activity. This article explores how the NGO Concrete Jungle Foundation (CJF) links skateboarding with education to reach and empower deprived individuals and communities around the world.