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Michel Hebert

Michel Hebert

Writer, consultant, and endurance cyclist. I explore how we navigate complexity on the road, in our systems, and in each other. These essays trace ethics, attention, and what we owe along the way.

📍 Canada

Nassagaweya, and Other Minor Calamities

"Randonneuring has this odd way of asking everything from you, and then, almost sheepishly, giving something back. Not a prize. Not a medal. Just a vague but persistent sense that you’re a little more human than you were yesterday. A little more tired. A little more grateful."

How the MS Ride Became My Ride

“I can’t ride their ride. But I can show up. And ride alongside them for a while.”

Some Truths Take a Moment to Land

"The best crews I worked with didn’t pass the problem up the chain. They gathered around it. They asked questions. They took responsibility, not to cover themselves, but to complete the work."

A Siege in Huron County

"People asked how I could possibly ride that much distance in a week. The answer is: I don’t. No one does. You ride one pedal stroke at a time."

We Could Have Seen It Coming

"The techniques have names. Prompt injection. Jailbreaking. Bias manipulation. Sponge-style denial of service. They work because most security tools don’t know what to look for. They weren’t designed to watch an AI model work."

Models in Motion

“In our work, in our lives, the world keeps moving. Let’s keep updating our models, too.”

The Silence that Sells

"We congratulate ourselves on eliminating noise, but we forget to ask what else we might be eliminating."

On Postpartum Encryption

“The most important thing we bring to these moments isn’t polish. It’s presence.”

Volleyball, Dodgeball, and the Space Between

"You can tell a lot about a person by how they enter a conversation. Someone once told me it’s the difference between dodgeball and volleyball."

The Problem-Solver’s Mindset

"Understanding a problem is only the first step. The real work begins when we ask, ‘What do we do about it?’"