What it’s Like to Work with Me
If you’ve been reading this blog for a while, you probably know that I log obsessively. Last month, I sat down and processed all of the sales data collected by Calendly, Stripe and Fathom for the past 3 years and noticed something interesting…
Pervasive Demand for Autonomy
For neurodivergent people who rely on complex, invisible systems of workarounds to function, even small unexpected changes can trigger cascading failures with serious consequences. What looks like rigid demand for control is often rational risk management by someone who understands that decisions made without their input may harm them.
Failed Diets (Aren’t).
Modern life will make you fat unless you actively prevent it, and no single method prevents it forever. Every diet you've "failed" taught you something about what works for your body. Here's how to treat that as data instead of shame.
How I Managed ADHD Without Meds
Strategic Fog: Busy Without a Destination
Of the four patterns I see most often, this is the one that looks the least like a problem from the outside — and feels the most like one from the inside.
System Fragility: Why Good Systems Still Collapse
You are not bad at sticking with things. You've just been sticking with things that were never designed to survive a bad week.
Priority Chaos: Why Everything Feels Urgent at Once
The strange thing about "everything feels urgent" is that it's almost never true — until there's no room left to be wrong about what isn't.
In the last post, I talked about capacity overload — the gap between what's coming in and what's actually sustainable. This post is about what that overload tends to produce once it's been running for a while…
Capacity Overload: When the System Isn't the Problem
The most common thing I hear from new clients is "I just need a better system." Almost none of them do. They need less on the system.
It's Not Four Problems. It's One, Wearing Four Masks
If you've ever tried to fix your "priority problem" and found that the fix didn't stick, I want to offer a different diagnosis: you didn't have a priority problem. You had a capacity problem wearing a priority problem's clothes…
5. What ADHD Taught Me About Building Systems for Everyone
“I have ADHD. The systems I’ve built for myself turned out to work remarkably well for people who don’t.”
4. The Secret to a Work System That Never Goes Stale
“The most common reason a good system stops working has nothing to do with the system.”
3. A Lead Tracker You Can Build in 10 Minutes (Using the Tools You Already Have)
In the last two posts I’ve made the case that work systems fail because of design, not discipline — and walked through the principles that make a system lightweight enough to actually survive real life.
This is where it gets concrete.
2. It's Not Willpower. It's Design.
In my last post, I made the case that work systems fail not because of how you work, but because of how they’re designed.
That reframe leads naturally to a question: if the standard approach doesn’t work, what does?
Working with Reality: 1.Why Your System is Failing
The problem isn’t you — it’s a mismatch between system design and real-world conditions. If you’ve ever abandoned a productivity system and blamed yourself, this is for you.
Happy Tax Day! (And How I Cope With That)
The System You Didn’t Choose
Think about the last time you had to learn something entirely new, which is now part of your daily routine. Remember how much thinking you had to do about it, and how tiring it was? And now, it just happens…
The Community of Practice
We Learn Backwards
How I got Into Coaching
The Basics: Iteration
Iteration is the act of a repeated process, or the result of that process…