In short: he's routinely wrong, his views never progress in recognition of his many MANY errors, because he feels that his views are correct regardless of what the facts are; all while smugly bleating "Facts Don't Care About Feelings".
he's so comically unserious, he had to change the title of his own book after liberals pointed out to him that he miscounted how many arguments he was making in "10 rules for debating leftists": https://twitter.com/existentialfish/status/12574410677308620...
most of the others on that list are just as bad but it's noteworthy that this laughable "intellectual dark web" has Ben Shapiro among those playing the victim card as if he is a repressed academic even though he openly and cynically proclaims his unwillingness to engage honestly with the opposition ("So, the only other reason that you should ever have a conversation, or be friends with anyone on the left and, and not even be friends, is if you're in public in front of a large audience and then your goal is to humiliate them as badly as possible")
these people aren't "intellectuals" or even remotely serious.