Is there a good estimate and reasonable consensus of the height of the wingtip at its lowest point? I think there is little doubt that we are seeing it from behind a rise.
Casting aside the legal issues for the moment, he was probably perfectly capable of repeating this-- time and time again without incident, but the wisdom, or lack of, is really the issue. As he turns, I see rooftops in the distance say, 30degrees to the left, pretty much where a damaged aircraft might wallow to.
I don't think for one moment that a wingtip scrape would cause a total loss near the point of impact, but an ensuing systems disturbance might, just might, see him heading towards the housing with a difficult to control airplane.
I think that in the ‘old days', he would have been considered an ace, but in the modern world, he seems to be a maverick. I wonder if there is any middle ground.