NorthDakota
Grandson of Loomis
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Yeah that's an unfortunate reality of a lot of these podcast philosophers. They know how to destroy college freshmen who have thought about their position for an hour in class, but rarely substantively push debate any further because they are usually just parroting what smarter people have previously argued. Arguing abortion against a political science major with a 3.0 GPA from Berkley is well rehearsed parlor trick for Shapiro. Not that it's not valuable for at least exposing a different view, but it should be the beginning of people's reading, not a persuasive argument to settle the matter.
As to the remainder of your post, that's why free speech is so important, and why I've never been particularly worried by political correctness as a real movement. When your argument is so clearly and easily destroyed by any semblance of introspection, it can't last. Good ideas last, bad ones are either forgotten or serve as future warnings.
The only way you could get me to so much as say hello to Ben Shapiro would be in a soundproof room with just the two of us... and I agree with him on most things. No way in hell I'm exposing myself to him in front of people.