The Alpine View
August 23, 2026
Stay Curious
Dear Mack Community,
A close friend of mine, Grant Lichtman, wrote a line years ago in The Falconer that has stayed with me:
“Questions are the waypoints on the path to wisdom.”
I love that image. A waypoint does not tell us we have arrived. It helps us locate ourselves, choose a direction, and continue the journey.
Perhaps wisdom requires us to become more curious and a little less certain.
What
Curiosity is deeply human. Watch a young child for five minutes and you will see evidence everywhere: Why? How? What if? What’s that?
But I do not think curiosity is simply something we either possess or lack. Curiosity can be developed. Like a muscle, it grows stronger when exercised and weaker when neglected. We can nurture habits of wondering, questioning, investigating, and reconsidering.
At Mack Morning Meeting this past Wednesday, I spoke with our students about one of the International Baccalaureate Learner Profile attributes: Inquirer. The IB describes inquirers as people who nurture their curiosity and develop the skills needed for inquiry and research.
I am especially drawn to that word: nurture.
We are not merely hoping our students remain curious. We are intentionally helping them become more curious.
So What
Every time we encounter something we do not understand, we face a small but consequential choice:
We can fill the gap with an assumption, or we can fill the gap with a question.
Someone sends an email that lands strangely. A child tells us part of a story. A colleague makes a decision we do not understand. Our brains are remarkably efficient at constructing explanations, and we can move quickly from incomplete information to certainty.
Sometimes we are right.
But certainty can arrive remarkably quickly for something we have not yet investigated.
There is a memorable scene in Ted Lasso built around the idea “Be curious, not judgmental.” Ted’s opponent believes he understands him. What he fails to do is ask the question that might have changed his entire assessment: Have you played much darts, Ted?
Judgment closes a loop. Curiosity opens one.
Brené Brown has written about the courage required for genuine curiosity because curiosity asks us to tolerate uncertainty. It requires admitting that there may be something we do not yet understand.
That matters enormously in schools, and probably everywhere else human beings gather. Communication is incomplete. Perspectives differ. Context matters. If we are not careful, we can become remarkably efficient storytellers about one another, filling in missing details and assigning motives before we have enough information to know whether our stories are true.
Curiosity interrupts that process.
It allows us to say:
There may be something here I do not yet understand.
Now What
If curiosity can be strengthened, we need repetitions.
Before responding: What question could I ask first?
When we feel certain about someone else’s motives: What else might be true?
When we hear one version of an event: Whose perspective have I not yet heard?
And perhaps the hardest one:
What would I ask if my goal were understanding rather than being right?
For Mack Kids, these habits sit at the heart of inquiry-based learning. We want students to develop knowledge, certainly. But we also want them to notice what they do not know, formulate worthwhile questions, revise their thinking, and remain intellectually alive.
The challenge may be even greater for adults. Experience gives us expertise, but expertise can tempt us toward certainty. The discipline is to know a great deal and remain genuinely curious anyway.
One of our Mack Admin Team norms is Stay Curious.
I increasingly think that is more than a professional norm. It is a way of learning, leading, parenting, disagreeing, and living alongside people whose stories we can never completely know.
Questions may indeed be the waypoints on the path to wisdom.
Perhaps our work is to keep exercising the muscle, asking the next question, and staying curious.
With curiosity,
Bo
P.S. About The Alpine View: Each Sunday evening, I use this space to explore an idea connected to learning, leadership, childhood, or community through a What, So What, Now What lens. My hope is to offer something worth thinking about, talking about, and perhaps passing along.