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And Then What?
And Then What
Second Order Thinking for the Rest of Us
If you’ve been around here for a while, you may have noticed a few changes. Actually, if you’ve been around here for a while, you’ve probably noticed more than a few. The name changed. The layout changed. There are new sections. The whole thing looks a little different than it did a week ago.
Before anyone starts worrying, no, I’m not having a branding crisis. At least not this week. The truth is much simpler than that.
Over the last few months, I’ve been paying attention to the kinds of conversations I have most often—not just with clients, but with friends, family, and complete strangers who somehow find themselves telling me their life story in the checkout line at the grocery store. A pattern kept showing up.
Someone would tell me about a problem—a business problem, a relationship problem, a family problem, a legal problem, a life problem—and eventually I’d ask the same question: “Okay. And then what?”
I’ve apparently been doing this for years. The funny thing is that I didn’t realize it until recently.
Someone tells me they want to quit their job. Okay. And then what? Someone wants to move across the country. Cool. And then what? Someone wants to start a business. Sounds great. And then what? Someone wants a particular outcome. Fine. And then what?
The question isn’t really about the next step. It’s about what comes after the next step—and the one after that. It’s about consequences. Not in a punishment sort of way, but in a reality sort of way.
Because everything has consequences. Every decision, every system, every relationship, every policy, every business—every choice creates ripples. Most people stop at the first ripple. I’ve always been more interested in the ones further out.
Maybe that’s why I’ve spent so much of my life fascinated by systems—business systems, family systems, legal systems, social systems, technology systems, personal systems. The systems we build, the systems we inherit, and the systems we live inside without even realizing they’re there.
If the last few years have taught me anything, it’s that everything is connected—sometimes beautifully, sometimes disastrously, usually both. And once you start seeing those connections, it’s difficult to stop. You start noticing how one decision creates three new decisions, how solving one problem creates another, and how the thing everyone is focused on is often not the thing that’s actually driving the situation.
You start asking different questions. You start looking for the second-order effects.
Which brings me back to this publication.
For a long time, Stay Unapologetic was the umbrella for everything. And I still love that name. I still believe in what it represents. But somewhere along the way I realized it wasn’t really describing what I write about. It was describing a philosophy—a stance, a way of moving through the world.
What I write about is something slightly different. What I write about is what happens next: the hidden connections, the overlooked consequences, the patterns hiding beneath the obvious, the map underneath the map.
So after a lot of thought, several conversations, and entirely too much time spent staring at a blinking cursor, I decided it was time for something new.
Welcome to And Then What?
The name is simple. The idea is simple. The practice is anything but.
This isn’t a publication about having all the answers. If anything, it’s a publication about asking better questions. It’s about looking one layer deeper, understanding systems, recognizing patterns, and seeing how things connect. And occasionally, it’s about realizing that the thing everyone is arguing about isn’t actually the thing that matters.
You’ll still find essays here. You’ll still find stories. You’ll still find observations from life, business, Arizona, technology, relationships, and whatever else happens to capture my attention on a given day.
I’ve also organized things a bit.
Rebel Ops Dispatch is where I’ll write about systems, strategy, architecture, decision-making, and all the ways people accidentally make their lives more complicated than necessary.
The Rebel Almanac is where you’ll find field notes from the human experience—SitReps, observations, lessons learned the hard way, and the occasional story that starts with “you’re not going to believe what happened...”
And then there will be the essays—the big ideas, the maps, the pieces that don’t fit neatly into either category.
In other words, pretty much the same things I’ve always written about, just with a clearer map. Which feels appropriate.
After all, that’s what this entire publication is really about: looking at where we are, looking at where we’re trying to go, and asking one simple question before we take the next step.
And then what?
Let’s find out.
If this idea stayed with you
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