Free Time with Jenny Blake
Free Time with Jenny Blake
243: Engineering Serendipity and Best Practices for Community-Building with David Spinks
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243: Engineering Serendipity and Best Practices for Community-Building with David Spinks

"For the first time in a decade, I feel free again."

"For the first time in a decade, I feel free again." That’s how one of my earliest blogging friends, longtime community leader

, was feeling when I caught up with him in-person in the middle of his yearlong sabbatical, after selling his community-based business.

David and I discuss best practices for creating and nurturing communities, for engineering serendipity, what it’s like to build and run a conference (and later sell it), and the freedom that comes with taking a deliberate sabbatical.

More About David: David Spinks is the author of The Business of Belonging and a popular weekly newsletter for community creators. Previously he co-founded CMX, the leading network for community professionals that was later acquired by Bevy.

🌟 From David’s Post on How to Engineer Serendipity

A 2015 study set out to discover how serendipity occurs. Through in-depth interviews, they uncovered the 4-step process (edited for clarity):

  1. ⚡️ Trigger: A cue that sparks an experience of serendipity. (e.g. meet at an event, see a question in your Slack, get introduced…)

  2. 🧠 Connection: The recognition of a potential valuable outcome (e.g. learning, collaboration, friendship)

  3. 🤳 Follow-up: An action taken to obtain the valuable outcome (e.g. set up a meeting, plan a project, chat on AIM…)

  4. 🏆 Valuable outcome: The positive result of the serendipitous experience (e.g. form a meaningful relationship, learn something new, commit to build something together…)

And there’s one more factor. . . for serendipity to occur, there must be an 🧵 “unexpected thread” throughout the experience. The more unexpected each step feels, the more it will be perceived as serendipity. Read the full post here:

David Spinks' Newsletter
How to Engineer Serendipity
Today we’re diving into one of my favorite community concepts: Engineering Serendipity. The tension is thick: Serendipity is the occurrence of the unplanned. Engineering is the occurrence of the planned. How do you plan the unplannable? That’s what we’re exploring today…
Read more

📝 Permission

Say no to virtual and/or video meetings!

✅ Do (or Delegate) This Next

If you run a community, build a process to facilitate random encounters: Introduce mechanisms that encourage serendipitous connections among community members. For example, you can implement a "random pairing" feature that pairs members together for one-on-one conversations or create opportunities for members to showcase their work or expertise.

🔗 Resources Mentioned

📚 Books Mentioned

🎧 Related Episodes

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Free Time with Jenny Blake
Free Time with Jenny Blake
Set your time free through smarter systems so you can do more of your best work. Free Time launched in 2021 and releases on Tuesdays and Fridays. It's a Webby-nominated business podcast, and winner of three W3 awards for best show and best host. Join Jenny Blake, author of three award-winning books—including Free Time: Lose the Busywork and Love Your Business and Pivot: The Only Move That Matters Is Your Next One—to explore our guiding question: How can we earn twice as much in half the time, with joy and ease, while serving the highest good? Subscribe wherever you listen at pod.link/freetime, and check out Jenny's other podcast, Pivot with Jenny Blake, on navigating change at pod.link/pivotmethod. Follow Jenny on Substack: http://substack.com/@jennyblake.