gifted hater is exactly what his name suggests, a gifted hater.
like you said, he can tap into what's dormant in the minds of those who are quite core, learned, nuanced, obsessed, whatever. lurking through obscure blogs, cultivating good taste, articulating what is antithetical to the true spirit of skateboarding, he serves a purpose as the outward manifestation of slap's/core skateboarding's shadow, for slap represents the dude who knows what's up, has a reserve of knowledge and reverence for it, but (for the most part) doesn't have the talent to translate it through their own skating for whatever reason (old, out of shape, has kids and a job, doesn't skate as much as they indulge in skate media, etc.).
so yeah, his takes are pretty on point, but much like this place, it's really quite negative (hating), although there is a lot of truth and humor in it. it's a shit ton of projection, and if that was acknowledged in the moment along with a live and let live attitude, maybe a lot of the content wouldn't even be put out. but regardless, he's a symbol, he serves his purpose as the skate nerd champion. the necessary evil, the balancing force of bullshit.
but through his takes and actual skateboard ability, he's also able to live out the dream most who share his perspective are not, a sponsored skateboarder on a core team with some of slap's favorites.
I've had the same feeling when skateboard dad popped up, and I believe it's because, as evidenced by his name, he is just the average vocal slap participant, a skate dad.
so on one hand, it's cool that he inspires people who feel him to do it their own way too, he's successful because he's not alone after all, but on the other, what comes from that may be kind of whack, but also maybe it won't. it is what it is, that's the nature of things.
anyway, I mostly like watching the videos where gifted hater just has no choice but to set aside the critiques and to marvel at true skateboarding ability, a la nigel. that's skateboarding at the end of the day, the skateboarding, regardless of whether or not I agree with the subjective takes