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I literally was trying to equate the two.

Taking it to a logical extreme is good practice for thinking from first principles, but always pair it up with going to the logical extreme in the other direction. That might look something like: "would you really eat at a restaurant owned by a habitual jaywalker?".

Except pushing it to the logical extreme is what makes it wrong.

Nevermind that he literally was equating the two and explicitly says so.