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Curiosity #23 - The Sin of Certainty

Mar 12, 2025
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đŸŽ€ Quotable quotes: "The one sin I have come to fear more than any other is certainty. Certainty is the great enemy of unity. Certainty is the deadly enemy of tolerance."
— Conclave


The Sin of Certainty: Why Being Sure Can Hold You Back

Now, we’re not in the business of ranking sins (we’ll leave that to the theologians), but this line hits hard.

Certainty—especially the unshakable, unmovable kind—can be a real problem.

It makes us dig in.
Stops us from listening.
Turns differences into battle lines instead of opportunities for connection.

And Ted Lasso, as he so often does, put it more simply:

“Be curious, not judgmental.”

(And if you just heard that in Jason Sudeikis’s voice, we’re on the same page.)

🏆 The Dart Scene (and a Lesson in Leadership)

Take the infamous dart scene.
Rupert was so certain Ted was a bumbling fool, he didn’t bother asking a single question.
If he had, he might’ve learned Ted had been throwing darts with his dad every Sunday since he was a kid.

Instead, Rupert’s certainty cost him the match—and a whole lot of pub cred.

The same thing happens in leadership.

When we act like we have all the answers, we stop seeking them.
When we assume we know someone, we stop seeing them.
When we choose certainty over curiosity, we shrink our capacity to grow, connect, and lead.

And it’s sneaky. Certainty can disguise itself as confidence. It can sound like:

“I’ve been doing this for 20 years.”
“That’s just how it’s done.”
“This is the way we’ve always done it.”

Three things to reflect on:

  • Certainty feels safe, but curiosity builds bridges.
    Think of a time you were totally convinced you were right. What happened when you left room for another perspective?

  • Certainty says, “I’ve already got this figured out.” Curiosity asks, “What am I missing?”
    Spoiler alert: there’s always something missing. What’s a question you haven’t asked yet?

  • Curiosity isn’t passive—it’s powerful.
    Being curious doesn’t mean you lack conviction. It means you’re strong enough to consider that there’s more to the story.
    (And there’s always more to the story.)

Certainty locks us into one way of thinking.
Curiosity cracks the door open.

And if Lead It Like Lasso has taught us anything, it’s this:

Leadership is about leaving that door open—and inviting people in.

 


More leadership musings


đŸȘ Biscuits with the Boss: What’s something you used to be 100% certain about
 but later changed your mind?


(And what did that shift teach you?)


🏅Whistle. Whistle. A little Roy Kent Tough Love Advice:

If you think you’ve got it all figured out, you’ve already stopped growing. You’re not a bloody statue—move. Question. Evolve. And for the love of leadership, stop pretending “because I said so” is a good reason.


📚Beard’s collection: 

📖 Grant, Adam. Think Again: The Power of Knowing What You Don’t Know. Viking, 2021.
An essential read for anyone who wants to lead with curiosity over certainty. Grant shows us why rethinking is just as important as thinking—and how changing your mind can be a sign of wisdom, not weakness.

📖 Berger, Warren. A More Beautiful Question: The Power of Inquiry to Spark Breakthrough Ideas. Bloomsbury, 2014.
This book is a celebration of curiosity. Berger dives into how asking the right kinds of questions—not having all the answers—leads to innovation, better leadership, and meaningful change.

📖 Schwarz, Roger. Smart Leaders, Smarter Teams: How You and Your Team Can Grow and Succeed Together. Jossey-Bass, 2013.
This one’s a game-changer. Schwarz helps leaders move from “certainty mode” to a mindset of mutual learning—where transparency, curiosity, and flexibility drive real collaboration. A great pick for leaders ready to model humility and build trust.


🌎 This week in Here - There - Every F’ing where 

Dan Wolfe and Angel Hernandez at Pasco County Public Schools get a big thanks for Believing in how to Lead it Like Lasso. We got to enjoy their final professional development session (Zoom-style) for their book study. We loved the support and the questions. Thanks for having us!

See you next week,
Nick & Marnie


📩 Nate’s suggestion box: We love hearing your ideas! Got a thought about leadership? Reply to this email and let us know. Your suggestion might just make it into a future newsletter.

 

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