Ya see, you kinda Need an EGO to be Reilly Fricken Good at something, (you gOt it) !!
I agree that you need to be very confident, but you do not have to be egotistical.
I do a lot of my riding is with the kid in the video. I am twice his age, but he is the one who taught me and keeps an eye out on everyone when we ride. I know it is only the East Coast, but believe it or not it can get kind of heavy here. He has taught a ton of people to kitesurf. He launches and lands everyone, and if someone goes down he is the first to kite by and check on them. I have never heard him once talk about how good he is, even though the rest of us cannot believe half the stuff he does.
I know it is the East Coast where according to Bob no real kiter can come from because we do not have any wind or waves. I know it is not real riding because it is not unhooked and the kite size is above 6m. Worst of all he will ride backside (normally into a few flat spins). But he keeps trying to be a real kitesurfer so give him credit. Bob appears to be a good rider, but this is what I consider to be style. I will let the forum decide if he can live up to Bob's riding.
I am not impressed by Bob's 2.5m riding. There are plenty of vids of guys kiting Hatteras at 40+ conditions, but the difference is that it is usually double overhead and exploding on the sand bars. Not just some white water riding.