How to People

A weekly guide for CEOs and COOs who want to do better by their teams and customers.

Latest Issues:

A few weeks ago, I was scrolling headlines when I saw the list of this year’s MacArthur “Genius Grant” fellows. I clicked through, and somewhere between admiration and curiosity, I felt it—envy. Not the cartoonish kind. The quiet kind that hums underneath your ribs. The kind that whispers, The...

Oct 09, 2025

Firing People

What’s wrong? Right now, odds are you’re stuck somewhere. It could be a process that keeps breaking down.It could be a customer experience you know isn’t working.It could be your people—or maybe it’s you. Every business hits these moments. The problem isn’t that you’re stuck. The problem is stayi...

Sep 24, 2025

Your map to more revenue

A few weeks ago, I found myself on a college campus for the first time in years. It was one of those clear New England days where the trees actually look Photoshopped. The kind of day where even the buildings feel like they’re paying attention. I was there to meet with the Executive Director of t...

Sep 11, 2025

Small signals, big money

I used to choreograph dances with a clear picture in my head. I’d show up to rehearsal with a full concept, story arc, score, and the emotional tone dialed in. And then real humans would show up. Dancers with different movement quality than I’d envisioned. A section that felt flat no matter how m...

Sep 03, 2025

The Credibility Gap

I’m a sucker for movement ads. Animal Flow, Wall Pilates, Budokon—I want to do them all. I love the science of stretching and finding new ways to engage my body. So when ads for MovesMethod started crossing my IG feed, I was intrigued. The movement was beautiful, the images polished, and the whol...

Aug 27, 2025

Your decision, their consequences

Years ago, I was running the community at Trends by The Hustle. After HubSpot acquired it, things never felt quite right. While they’re a brilliant company, they didn’t know what to do with Trends. Direction was unclear, buy-in was shaky, and a few years later, the plug was pulled. The sunset was...

Aug 21, 2025

Loyalty, not activity

Heads up: I've joined forces with Tyler Cook and Renee Frojo to teach a one-day, hands-on bootcamp teaching folks how to build an audience, newsletter, and community. If you're working on a bright idea, you'll need both attention and retention. Get em both here. 😏 Twenty of us made our way thr...

Aug 12, 2025

Is everyone just full of 💩?

Four weeks after my Hail Mary operation, I was still in pain. A lot of it. My pelvis had taken a beating over the last year—first with radiation, then the operation, and then bed rest. I was tight, sore, and in constant agony in my tailbone and hips. I found Dr. Rob on YouTube. He had some great ...

Jul 31, 2025

I am dying. I am working.

I am dying. Almost a year ago, I was diagnosed with cancer. Stage 3C. After months of chemo transfusions, 28 rounds of chemoradiation, and more pokes, scans, and tests than there are veins in my body, my latest scans revealed that the tumor didn’t respond to treatment. In fact, it’s spread. It’s ...

Apr 30, 2025

What should you actually charge? (so much bad advice)

When I first started Wondry, I had no idea what to charge. Like a lot of first-time founders, I turned to Google. I read the pricing advice blogs. Downloaded the templates. Shamelessly scoured other people's websites, hoping they listed their pricing and trying to reverse-engineer their decisi...

Mar 26, 2025

You Can't Sit With Us

Last month, I attended what was supposed to be an "industry-specific workshop" for experience designers. The event description promised deep insights, targeted networking, and conversations specific to our field. What I got instead was a room full of college students, tech recruiters, marketing...

Mar 12, 2025

How reimagine your work from the ground up

It's Wednesday, February 26th, and today we're talking about reimagining your entire career from first principles. Forward this to a fashionable friend so they can sign up here. A few months ago, I found myself staring at a new ClaudeAI conversation after writing a single sentence prompt: "Hel...

Feb 27, 2025

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Latest Issues:

What’s Your Brand’s Trust Score?

Hey- wanna get better at peopleing? 😏