Tuesday Post: The Power of Naivety

Read time: ~2.30 minutes

Happy Tuesday!

Every Tuesday I'd like to offer strategies for the week ahead and a thought to fuel your action.

Knowing a lot is a hindrance to action.

The more we know, the more risks, obstacles, and potential failures we see. Instead of moving forward, we pause, analyze, and rethink.

It’s never been easier to access knowledge. But the problem isn’t the knowledge itself—it’s how it affects our willingness to act. More information doesn’t always lead to better decisions. In fact, it often leads to decision paralysis, dissatisfaction, and hesitation.

The sun was finally out this past weekend—a perfect day for a neighborhood stroll.

My kids (5 and 3) had just discovered their love for scootering—especially going super fast downhill.

We grabbed their scooters and set off for the local farmer’s market. As we walked through the neighborhood, my wife and I talked about how nice it was to have kids who actually wanted to ride instead of being pushed in a stroller.

Then, we reached the main road.

I saw it before they did: the sidewalk that lined the street, the slight curve near the intersection, the cracks in the sidewalk, and the possibility of a car pulling out without seeing them.

I tensed up. I yelled ahead: “Stay on the sidewalk! Be careful!”

My son, confused, yelled back: “There’s a sidewalk, right?”

To him, nothing had changed. The path was the same—just a new street, a new stretch of pavement. He kept going, carefree.

I kept watching, calculating, anticipating.

But nothing happened. They rode ahead, laughing, just as they had a block earlier.

As I watched them, I realized something: Experience is valuable. But experience also makes us cautious—sometimes too cautious.

As adults, we gain wisdom, experience, and knowledge—but we also accumulate fears, risks, and reasons not to act.

In some cases, this keeps us safe. In others, it holds us back.

Too many choices lead to inaction, not better action.

We crave more options, believing that more information will lead to a better, safer decision. But more often, it just leads to overthinking.

Making a quick decision—heads or tails? Simple.

Choosing what city to live in? Overwhelming.

More knowledge makes decisions feel heavier, but action isn’t an endpoint—it’s a starting point.

A beginner’s mindset doesn’t mean recklessness—it means movement.

A sailboat doesn’t know exactly where the wind will take it. But the wind itself gets it moving.

Naivety is the wind. It fills your sails with energy and optimism, even if you don’t fully know the route.

Experience is the rudder. It helps you navigate once you’ve started.

The Wright Brothers weren’t trained engineers, but they believed humans could fly. They iterated and adjusted based on each test. That’s productive naivety.

Elizabeth Holmes also believed she could revolutionize blood testing. But instead of adjusting to new information, she ignored it. That’s reckless naivety.

The difference? A willingness to experiment.

We tend to believe more knowledge = better decisions. But often, more knowledge = hesitation.

Experience creates wisdom, but naivety creates action.

And action is the only thing that moves us forward.

The best is ahead!

-Matt