I worked late into the night on Election Day 2016. I remember the shocking news of Trump's victory reaching Clinton campaign headquarters, her supporters howling in anguish and sobbing. Many of those images have been sarcastically memed over the years since that night.

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Excellent analysis! One of our biggest problems is that people think "democracy," all by itself, is a sufficient check on power. I frankly don't understand how anyone can still believe that, but of course they probably won't be taught otherwise in school.


The disturbing flip side of thinking democracy is a magic talisman against tyranny is the belief that democracy sanctifies power - the essence of majoritarianism. "They can't be dictators if we can vote them out of office!" is one of the most dangerous ideas in the world.

The restraints placed on power are MORE important than the process of choosing who gets to wield it. You would be more free under a tightly restrained hereditary monarch than in a "democracy" with totalitarian centralized power.

The human race learned, fairly recently, that elected government is the approach most likely to maximize liberty and human rights, but where on Earth did we get the notion that it's perfect and sufficient all by itself? The world is full of tyrannies that hold elections.

"Democracy" would be the worst of all worlds - tyranny by mob rule, with the oppressors claiming their every fancy was fully and completely sanctified because they won a vote, and why should we let a stubborn minority thwart The Will of the People?

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1/ Here’s a list of conversational frameworks I’ve picked up that have been helpful.

Please add your own.

2/ The Magic Question: "What would need to be true for you


3/ On evaluating where someone’s head is at regarding a topic they are being wishy-washy about or delaying.

“Gun to the head—what would you decide now?”

“Fast forward 6 months after your sabbatical--how would you decide: what criteria is most important to you?”

4/ Other Q’s re: decisions:

“Putting aside a list of pros/cons, what’s the *one* reason you’re doing this?” “Why is that the most important reason?”

“What’s end-game here?”

“What does success look like in a world where you pick that path?”

5/ When listening, after empathizing, and wanting to help them make their own decisions without imposing your world view:

“What would the best version of yourself do”?