Also on another note, what the fuck do you have against masculinity. Are you still pissed off that some douche-bag in high school bullied you?
I do remember Bob stating that in his case bullying stopped in high-school when he became taller and heavier than your average bully. The type of "masculinity" toward which he has always expressed contempt is an empty "tough-guy" posture which cowardly deflates itself as soon as it meets someone who can punch back.
More generally, the revealing thing about Bob's standing within the english-speaking e-nerdom is that from his early before-the-escapist-gig days as an internet show-man, Bob professed such an opinion, but used to associate it with the assumption that the hierarchies of the schoolyard remained unchanged in adulthood: an assumption which reeked of class-contempt since it pretty much surmised that the well-off, educated, geeky scions of well-off, educated, geeky upper-middle-class families like his were predestinated to always be the righteous fending off intellectually inept mobs (a theme you can find in terrible, badly written, heinous "art pieces" like Atlas Shrugged and Idiocracy, which is used to praise -a lot-). And he was seldom, if ever, being called out for being yet another pseudo-progressive arrogant gentry specimen.
Then, he started backing down from his early statements, noticing that once they reached a system of social stratification which privileged them over the reached-puberty-earlier schoolyard tough guys, the erstwhile harmless geeks were perfectly capable and willing if not downward eager to use their newfound clout and influence to indulge themselves in the very same type of behavior. And that's when the shit hit the fan, where he went from Guy who dislikes modern FPSes, like games with lots of primary colors and give too much praise to Nintendo (which is basically what 70% of gamers born before 1985 are) to Despicable Traitor who must be shunted by via a campaign of systematic denigration.
Basically, the less he acted and spoke like another self-serving privileged bourgeois pretending to be enlightened and progressive to fuel his feelings of superiority and settle old scores, the more he was accused of being one.
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That would be ok, except his points are nihilistic fascist nonsense. There is little merit to them. All of it is worthless, but it feels valuable.
There's also the fact that Tyler never manage to convince anyone outside of his little clique of like-minded individuals who all share Norton's character power fantasies. Tyler's is not even a particularly gifted charlatan and: his only "talent" is finding people who are already like the guy whose brain engendered him and assembling an already pre-packaged insular cult.