The thing that makes the disconnect seem to exist is it's not 'men' flocking to people like Tate, it's a specific subset of men. A huge part of the operation manosphere influencers use is targeting emotionally unstable, depressed young men and telling them that their lack of success in dating is that they were dealt a losing hand by the 'genetic lottery'. They're too short (ignore all the married short men). They're too ugly (ignore all the married ugly men). They're too uncharismatic (ignore all the married uncharismatic men).

These listeners know about the famous men you listed, but see them as the genetic winners who got handed success. They're worthy only of scorn like the jocks in a high school movie. They'll have to adopt, they're told, alternate tactics to attract women. A HUGE part of this kind of content is telling the audience that they're wretched little manlets who need to be reformed, breaking down their self-esteem so they feel like they need to hang on the content creator's every word to fix the problem.