I can't remember this song, can you help me?

I can't remember the lyrics, but I can remember that the singer has a calm voice. And in the video the singer is wearing a blue shirt and a fedora hat. He's on what looks like an island, and in one seen, he's having skateboarders go over him. It was on the top 20 countdown on VH1 a week ago or so. Plz help!