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  • So think about the last conversation you had where you thought, golly, that was such a

  • great conversation.

  • What did it feel like?

  • Why did it seem like a really great conversation?

  • And the chances are good that it was a kind of conversation that left you feeling smarter.

  • It was the kind of conversation where you felt like you discovered something new, that

  • it left you deeply curious about something else.

  • It might have been a conversation that challenged you in all the right ways.

  • That's a truly great conversation.

  • It's one where we genuinely learn something or we come to a deeper understanding about

  • why someone else holds a particular point of view.

  • Right?

  • That deeper understanding and that learning is what we're after with great conversations.

  • And so one of the things I'm interested in is what are the design principles of a great

  • conversation.

  • What are the essential elements that make a conversation truly a great conversation?

  • And humility would be one basic design principle that we should all start from.

  • Now with humility, I don't just mean deference to expertise, right, that you are so much

  • smarter at that thing so I'm going to have humility with respect to you on that thing

  • because you know more about it than I do.

  • Now maybe that's true, right?

  • But that's not the kind of humility I'm talking about, because that's a sort of humility that

  • could come to an end, right?

  • I could learn as much about that particular topic, and therefore with that kind of thinking

  • I would say I can set aside my humility.

  • The kind of humility I'm talking about is the kind that you can't set aside.

  • Because the world is an incredibly complicated place.

  • None of us can ever have the full lock on truth.

  • We can only see the world from a particular vantage point.

  • And that means that our knowledge is going to have special insight because of our vantage

  • point, but it's also going to be limited because of our vantage point.

  • And so that limited knowledge that we can have about the world means that we must enter

  • into any conversation with a deep sense of humility, because I need you to help me fill

  • in my knowledge gaps.

  • Right?

  • And you need me.

  • And that's the cool thing about conversation, is that it is mutual in the sense that both

  • of us look at the same world from different vantage points, and that means that we each

  • have something to offer the other.

  • And that's true whether one person is the expert or not.

  • Right?

  • We have the opportunity to gain in our knowledge, to learn from anyone.

  • With this way of thinking about humility, anyone can be your teacher, whether it's your

  • professor, or whether it's an elementary school student who's lived on the planet in different

  • circumstances than you lived on the planet.

  • That elementary school student can teach you something that you can only get by talking

  • with them.

  • That's that deeper level of humility.

  • Some of the other key design elements of a great conversation would be, for example,

  • critical thinking and sympathetic listening.

  • There's a lot that gets said about critical thinking; it's that ability and eagerness

  • to identify gaps in logic or shortfalls in evidence-based argumentation.

  • It is the cornerstone of what it means to have a liberal education, is to engage in

  • that kind of critical thinking.

  • Now less often discussed and surely less often celebrated is what I call sympathetic listening.

  • And I use the word sympathetic in the way that Adam Smith used the word sympathetic,

  • which is: Am I really understanding from that other person's point of view?

  • That commitment to understanding the argument from the other person's perspective.

  • Now, what sympathy in this case means is not that I feel what they feel.

  • It's that I'm willing to set aside, even if it's just temporarily, that hunt for the slightest

  • misstep in logic or reasoning.

  • Setting that aside for a moment so that I can listen really carefully to what my conversation

  • partner is saying, so I can understand from their perspective what their intellectual

  • project is or why it is that they are looking at the same world I'm looking at but coming

  • to a very, very different conclusion.

  • I should assume that that person that I'm having that conversation with is intelligent

  • and is exercising reason, so when I enter into the conversational space with that good

  • faith that they're exercising reason, then what that means is that I need to set aside

  • for a moment my hunt for the slightest misstep in logic so that I can really hear why it

  • is that this smart person came to a different conclusion than I came to.

So think about the last conversation you had where you thought, golly, that was such a

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