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Sure, you can easily "dupe" people and intentionally get them to engage with you by saying stupid shit on Twitter. That's not particularly intelligent or insightful. Ditto for Trump.

Sure, that's your opinion, but in the real world: it works.

He doesn't seem to have talked about the "very fine people" quote at all.

He didn't have to, people searched for it. Barbra Streisand didn't have share a link to her house, but by starting a lawsuit, everyone searched for her mansion, which is what created Streisand effect. This is memology 101.

That's the whole point of the dupe: the actions of the target create unintended consequences. It doesn't matter what the target consciously does.