#1
he's an african american guitarist. plays nice mellow, chill tunes.

but the most specific info on him is that he had a music video that featured adam sandler in it. adam sandler ran over one of the chickens with his car while he was on the phone. the video takes place on an tropical island. adam sandler acts as a director who is filming the music video that is being shown.
A good friend will come bail you out of jail.....
A true friend will be sitting next to you saying "Damn.... We fucked up."
#2
are you thinking of taylor by jack johnson whose hawaiian which actually has ben stiller in the video?