This bounty challenge is so exciting. I think that to get his attention is to comment especially on his Instagram not to mention probably following his cameraman, Drock. Gary is pretty generous guy when it comes to comment back and liking his followers. Also, someone might wanna try in #askgaryvee show or even coming to his events and then ask him straight away because I once saw a video where he gave a lift to a guy who asked him " can I get a lift to airport" ( it was something like this) I couldn't recall verbatim. anyway,I am really looking forward to see him on this community.