The fact that you have seen him twice, might be an indication that he lives there.Maybe you should write a note to him, and if you are beside him again, throw the note through the window. But maybe that might be a bit brash.
Start a new thread.......IS THERE ANYONE ELSE HERE FROM SARASOTA?And the bloke in the truck.....theres a good chance he was gay, so he probably wouldn't think you were trying to pick him up.