The Art of Gathering: How We Meet and Why It Matters
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Read between March 26 - March 30, 2025
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Specificity sharpens the gathering because people can see themselves in it.
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Ichi-go ichi-e. The master told me it roughly translates to “one meeting, one moment in your life that will never happen again.”
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Stewart and Tsao’s big idea is that every meeting should be organized around a “desired outcome.” When a meeting is not designed in that way, they found, it ends up being defined by process. For example, a meeting to discuss the quarter’s results is a meeting organized around process.
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Inviting people is easy. Excluding people can be hard. “The more the merrier,” we are told from childhood. “The more souls, the more joy,” the Dutch say. “The more fools there are, the more we laugh,” the French declare.
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Faced with people who should not, in theory, be there but are hard to keep away, it can feel easier and more generous to go with the flow.
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Even when you get clear on your gathering in this way, there is never an easy way to say “Please don’t come.” That’s why so many of our gatherings end up being hijacked in the name of politeness.
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If you want a lively but inclusive conversation as a core part of your gathering, eight to twelve people is the number you should consider. Smaller than eight, the group can lack diversity in perspective; larger than twelve, it begins to be difficult to give everyone a chance to speak.
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he would insist on taking questions in “boy, girl, boy, girl” fashion. If no woman stood up with a question when the women’s turn came, Obama would wait until one did. You don’t have to be the leader of the free world to equalize your guests.
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You just have to be aware of the power dynamics at your gathering and be willing to do something about them—as were the founders of the Opportunity Collaboration conference.
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A gathering’s blandness is a symptom of a disease. We must treat the disease. And what is the disease? That the gathering makes no effort to do what the best gatherings do: transport us to a temporary alternative world.
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Anyone who gathers nowadays must, like it or not, cope with the reality that people are often elsewhere, thanks to their technological devices. Perpetual distraction is a curse of modern life and of modern convening in particular. People are often too busy to gather at all. Scheduling gatherings can be a nightmare. Coordinating people can be a pain. And when, against all odds, we do come together, our minds are in a thousand places.
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“I Am Here” days came to fruition out of an intentional idea, but their structure developed naturally. Our constraints were natural ones: Choose an area that can be covered by foot; invite a group small enough to be able to sit together at a single table for meals; take into account the weather. We found that the days worked better when one person took on the role of curator and did some research ahead of time, to create a specific and enjoyable experience for everyone else—whether or not they knew anything about the neighborhood. We also found that the days worked best when everyone else ...more
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People had to come on time, stay the entire time—no coming and going. When they knew that was the deal, they became more relaxed. They couldn’t micro-coordinate. They were giving up the option of finding a better option. They were just here.
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These rules allowed busy, stressed-out, perpetually distracted people to come together and simplify. “I Am Here” days worked because the rules created a feeling that it was “enough” simply to be there, because when you were “here,” you were in another world.
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By lingering and listening, we witnessed a moment of beauty.
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It’s rare for groups of people to do things together for a sustained amount of time. We all carry with us the technical capacity to be anywhere, to check out of the present time or space. That means we always could be doing anything. So the active choice to do ONE thing and to do it with a fixed set of people is significant. I
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look up information or just flip through Instagram because Instagram trained me to treat unfilled time as an opportunity to browse Instagram.