Duval Skate And Sound: Billy Winfield

Bam Margera drops a rap diss and the internet does what it always does: dares you to watch. We took the hit for you and ran the live reaction, but the real heart of this one is Jacksonville’s own Billy Winfield stepping into the studio with us to talk skateboarding, music, and how a scene shapes the person you become.Billy’s a local skateboarder and hip hop artist with a gritty, dark sound, and he’s got the stories to match. We go deep on growing up skating Kona Skatepark, learning tricks young, and how your style evolves when you’re chasing progression, catching slams, and dealing with the reality of injuries and getting older. From mini ramps to step-ups, we get nerdy about what feels right on a board and why skateboarding builds a kind of confidence you can’t fake.Then we pivot into the music path: a drummer dad, a house full of sound, and a crash course in foundational hip hop like Wu-Tang, Tupac, and more. We talk catalog building, the pain of losing files, and why planning a smart release matters. Billy also previews his concept project “Failed To Load,” with track phases like startup, processing, error, reboot, and data retrieval, plus upcoming shows including a Jacksonville headline date.If you’re into skate culture, Jacksonville hip hop, dark rap, and unfiltered takes on internet chaos, hit play, subscribe, share it with a friend, and leave us a review with your favorite moment from the conversation.