There's always talk about how the old heads need to get out of the way and make room for the kids take over, but a funny thing about that sentiment is in real life I've never heard a person under 30 say that. Hell, online too, every time I see this it's always, without fail, some dude in his 40s'. There might be a chance that the kids...don't want it? Don't care?
Gen Z and younger seem to have very little interest in making niche, gatekept scenes that protect a "culture", it's just not much of a thing youths care about anymore, at least not on nearly the same scale as in the past. For better or worse, I just don't think they care as much about being "core" or earning your stripes to be part of a scene.
Even if they did, skateboarding will never be new or mysterious again, it will never attract "rebellious" people the way it once did. That's not anything skateboarding did wrong, that's just what happens when you've been around and in the public eye for 7+ decades. When we were kids, nobody's parents, uncles and aunts skated, nowadays everyone has a parent, uncle or aunt who skated. It'll never belong exclusively to the kids again, there was no way to avoid or change this coming to pass.