The Captain's Letter No. 007

The Courage to Be Misunderstood

A reflection on continuing worthwhile work before it can be fully understood.

Dear Reader,

I would love to start this by sharing a conversation from a few weeks ago that has stayed with me.

Someone asked what I was working on these days. I gave the shortest answer I could, but I could tell it didn't quite land. They nodded politely, asked another question, and before long we'd both moved on to something easier to talk about.

On the way home, I found myself replaying the conversation, wondering if I had explained it badly.

Then another thought arrived.

Maybe some things simply can't be understood until they've had time to become real.

I think many of us spend an extraordinary amount of energy trying to make ourselves immediately understandable. We soften the unusual parts, explain away the ambitious ones, and round off the edges until our lives fit comfortably inside someone else's expectations.

I've certainly done it. Certainly because being understood feels reassuring. It feels like proof that we're on the right path.

But perhaps those two things aren't as closely related as I once thought.

Some of the decisions that matter most are difficult to explain while you're still making them. They only make sense in hindsight, after enough days have quietly accumulated behind them.

That doesn't mean we should become stubborn or dismissive of advice. Some misunderstandings are invitations to listen more carefully, to explain ourselves better, or even to change course.

But others ask something different of us.

They ask whether we're willing to continue with good work that not everyone can yet see.

I've been learning that there is a difference between wanting to be understood and needing to be.

While the former is natural, the latter can quietly become a burden.

Perhaps growing older has less to do with having all the answers and more to do with becoming comfortable carrying a few unanswered questions in public.

I hope, if the work is worthwhile, it will speak more clearly than I ever could.

Until then, I suppose the task is simply to keep doing it.

Warmly,

Fellow Captain

Letter 007.