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This feels all over the place. Your title doesn't seem to be related with most of what you wrote, and your conclusion comes out of left field 'here's a bunch of examples about some jokes, this is why rationalists get scammed' seems more like nonsense than a coherent argument.

You also pattern-match badly here - Trump, Adams, Taleb and Musk are the kind of examples that intimate you aren't seriously thinking about this but simply want to dunk on the opposition.

Maybe take this one back to the writing board, and look for more salient examples that support the point you're trying to make.

Your title doesn't seem to be related with most of what you wrote, and your conclusion comes out of left field 'here's a bunch of examples about some jokes

They aren't jokes. It seems you don't want to see what actually happened, the pattern I pointed out, and the significance I very clearly explained.

Your assertion that Ligma Johnson was a genius 5D chess maneuver designed to undermine the authority of modern journalism as opposed to, y'know, a joke isn't compelling so much as it stretches the principle of charity to believe you believe it.

Your patterns aren't just non-obvious, they're non-existent and clearly contrived - badly contrived to support a single political side. You have a pattern of posting half-developed essays that meander for a long time and take a sharp left turn at the end into a conclusion completely unsupported by the argument.

Your thesis is "rationalists are too easily duped". Your supporting points are a hypothetical thought experiment from Nassim Taleb, a tweet including the eggplant emoji from Elon Musk and Krugman taking a Scott Adams tweet seriously to make his own point (this isn't duping and I have no idea why you think it is).

Notably, none of these events even involve scams, let alone rationalists. They involve 'deception' in the sense that Krugman doesn't really care if Adams votes for Trump or not, he was using Adams' tweet to make his own point. If you say 'I am a communist and I want higher taxes' in a discussion and I use that as a springboard to argue against higher taxes, you haven't fooled me if you're really a fascist and are just pretending to be a communist. I've said the piece I wanted to say, why do I care that you lied?

As for the end of your essay if you're genuinely in possession of a secret 'black pill' of deception and persuasion, why are you personally not convincing?

The answer lies in some fairly traditional elements. Pathos, ethos, and logos.

There's not much pathos to speak of here, so I won't.

Ethos matters. If your essay is 'wow, look at all these points from people who also hate the woke like I do', you lose a substantial amount of ethos from the get go. You've clearly picked a side and have an investment in it winning, or at least looking good. You seem untrustworthy - why would I believe you're genuine and honest about arguing this? This doesn't sink your essay, but it intrinsically loses you the trust you might need to stretch an argument further than it might ordinarily go.

Logos.

I maintain than in our modern era rationalists are not nearly as skeptical as they should be. Even people who call themselves skeptics lack skepticism.

Why are none of your examples about real skeptics or rationalists failing to be skeptical? This is a complete failure of logos. You should bring a series of logical reasons I would believe in your stated argument, but you don't. You bring weirdly irrelevant culture-war bits - which ties back into ethos again. If your supporting evidence is both irrelevant and biased, your failure in logos simply increases the failure in ethos.

Hopefully that clarifies things.

Your assertion that Ligma Johnson was a genius 5D chess maneuver designed to undermine the authority of modern journalism

I did not assert that.

They involve 'deception' in the sense that Krugman doesn't really care if Adams votes for Trump or not, he was using Adams' tweet to make his own point.

But he didn't make his own point, because his own followers saw that he was fooled.

Ethos matters. If your essay is 'wow, look at all these points from people who also hate the woke like I do'

Which it isn't.

So, before criticizing what was being said, it would behoove you to actually listen to what was being said.