big fan. he calls out a lot of the bullshit in skateboarding that needs to get called out (Nyjah, the Berrics, Illegal Civ, Cariuma, etc.)
however: i think we're all guilty of participating in the "cool-guy mentality" side of skateboarding culture in some capacity, whether it's buying into the idea of "illegal tricks", thinking certain brands/gear/clothes are whack, participating in the "you shouldn't push mongo" discourse, etc. A lot of that is natural and probably in good fun most of the time (of course it's fun to shit on skatepark bowl flyouts and benihanas or whatever, just like it's fun to be into ride-on grinds and wallrides or whatever else you think is cool right now). All of that ultimately comes down to what we find tasteful or cool, and there's nothing wrong with taking those stances, and although it's all subjective, it's a fallacy that there isn't at least some degree of objectivity to cultural tastefulness.
I think where I get tripped up sometimes is that dynamic creates a culture of exclusivity that is ultimately harmful to the skateboarding community. The barriers to entry for marginalized people (queer, POC, women, etc.) in skateboarding are already quite high and I think a big part of that is when you're already intimidated because you're different from other people in the community (mostly straight white dudes), it becomes exponentially more intimidating when you realize that there's this generally accepted mentality of judgement in skateboarding and there are unspoken hierarchies of coolness for tricks, gear, etc. that you're supposed to just be aware of somehow and adhere to. Sucks to think how many young women or queer kids etc. (or even just kids with shy or anxious tendencies outside of identity) might have gotten into skateboarding if that part of the culture wasn't so aggressive.
Anyways, the reason I bring this up is that even though I'm certainly guilty of participating in this mentality and I find these videos funny too, it concerns me that concretely verbalizing those unwritten rules into trick tier lists and gear tier lists and shit like that only serve to further that mentality and spread it to young kids. Gifted Hater does a pretty good job of trying to establish that these are just his opinions and that they shouldn't be taken too seriously, this isn't meant to be a dig at him, just expressing some hesitancy I feel when I watch that kind of content from him. All in all I think he's rad and has great takes most of the time (and a great skateboarder to boot).