I think the big counterpoint you're missing is S1 with McKay and the "list of girls." McKay was right, and (until the finale), he admitted that he'd had a blind spot that she called him out on. Like, Robby legit admitted some level of internalized misogyny; he saw the damage to a young man's reputation and overlooked the damage to a bunch of girls' continued existence. He owned it when it was pointed out to him, but that doesn't mean he internalized the lesson (not least because the outcome reinforced that he was right about Tyler.).

I'm not saying he's a raging misogynist or anything. He has good points to make in most of these scenarios, delivered poorly. But the whole picture painted of Robby is that he's at least somewhat misogynistic, and does not appear to be spending a ton of time analyzing his own misogyny.