The pathless path revisited.
On permission to do the opposite of what “people like me” do.
Welcome to issue #051 of Unsubscribe. Each week, I send one essay to help you step off the default path and build a life you love, supported by work you enjoy.
Paul Millerd’s new hardcover edition of The Pathless Path unexpectedly arrived on my front steps a few days ago.
As I opened up the package, the first thing that hit me was how absolutely beautiful the book is. It’s more like a piece of art. It’s the kind of thing you want to pick up just to feel the weight of it in your hands.
I texted Paul and immediately let him know my thoughts:
I opened the book and happened to randomly land on page 45, the beginning of Chapter 3, called “Work, Work, Work.”
Within about ten minutes, I remembered exactly why Paul’s book keeps pulling me back when so many other business books end up unread on my shelf.
Most business books tell you what to do. The Pathless Path gives you permission to stop doing what you thought you had to do.
And that difference is exactly why it’s been so impactful to me.
I first read Paul’s book back in January of 2024, after closing out a year where I hit an all-time revenue high of multiple seven figures in my business.
I should have felt like I was winning, but instead I felt this intense pressure, the weight of my own expectations, and a nagging sense that I was supposed to want more and push even faster.
To fulfill those feelings, I began exploring the possibility of signing a book deal. I got into deep talks with a well-known non-fiction publisher, and off to the races we went.
As the pace of the conversation quickened, I thought: this is the exact kind of thing that’s supposed to be the next logical step for someone like me.
But every time I sat down to think about actually writing it, I felt sick. I’d open my laptop, stare at a blank page, and my mind would start spinning. Not because I didn’t want to write the book. Because I knew what would happen if I did.
I’d cross over into complete pressure cooker territory. The book would need to sell, and I’d need to promote it. I’d need to build a business model around it. I’d have to do the PR circuit, the book signings, and the bookstore tours. And suddenly, my simple, low-cost, frictionless, 100% organic business would be turned into a bigger and more complex machine.
The problem was, I felt like if I said no, I’d be considered a failure. Like I was giving up on something I was supposed to want. Like I would be disappointing my family, all of whom are big readers, and were thrilled to hear I was even considering it.
I’d actually been wrestling with this tension for months. In July 2023, I attempted to express the feeling in a quasi-diary entry article titled, “When is enough, enough?” which questioned whether constant growth was even the point. And the book deal felt like exactly the kind of growth-for-growth’s-sake move I’d written about avoiding. But knowing something is wrong for you and having permission to actually say no are two different things.
That’s when I picked up Paul’s book. And it gave me permission to say no.
I’ve started saying no to a lot of other things as well.
I decided to forego the traditional playbook that online educators like me use. I didn’t hire a team or build complex funnels or even run ads. I didn’t follow any of the playbooks that people with businesses my size are supposed to follow. Instead, I kept my products low-cost and the buying experience frictionless. I kept growing organically, making content, and experimenting rather than following best practices.
And it worked. My audience grew to over 1.5 million, my newsletter reached 175,000 subscribers with a 61% open rate, and I continued doubling my revenue.
But more importantly, I got to keep my business small (just my wife and me) and work on something we actually enjoy doing.
As I skimmed further along in the book, I hit a line that really stuck out to me:
We are convinced that the only way forward is the path we’ve been on or what we’ve seen people like us do.
After reading that, I realized something. I’d been working to do the opposite of what “people like me” do, following Paul’s advice without even noticing.
Over a year after reading Paul’s book, I launched this Substack. I have no expectation of revenue, and I’m not interested in talking about business strategy and tactics.
I launched it because I wanted to write shorter, more personal essays that feed my creative spirit. I want to write about things that light me up, no matter what the topic.
The newsletter you’re reading right now is what redirected ambition looks like. It took me over a year to get here, but Paul’s book planted the seed.
I never signed the book deal. I didn’t hire a team. I didn’t build any funnels or ever run ads. I probably never will.
And I ended up with more revenue, more freedom, and more creative energy than I would have had if I’d followed the script that “people like me” were following.
Paul and I talked about a lot of this stuff on his podcast last year. If you want to hear more about how I’m trying to embrace creativity, we dig into it around the 32-minute mark:
If you’re wrestling with what you’re “supposed” to want in your business, go read The Pathless Path. The new hardcover edition is stunning, and more importantly, it might give you permission to stop following someone else’s script and start writing your own.
I’ll leave you with this question: What script are you still following that you don’t actually believe in anymore?
Leave a comment and tell me. I read every response and try my best to reply to as many as possible.
I appreciate your time.
Tell me: What script are you still following that you don’t actually believe in anymore?
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This is precisely why I just changed the name of my Substack from "The Quietly Ambitious" (who it's for) to "Creating What's Next" (the ACT of what we are all doing).
To your point, the idea of jumping out of one pre-determined "box" only to put myself in another one (defined and structured by someone else's rules) feels excpetionally deflating and uninspired to me.
Here's to creating the next chapter in a way that is uniquely us.
I just stepped into a world I probably shouldn't be in, or at least one most people my age wouldn't venture into: I moved into a retirement community. I'm 51 and not retired. But my wife qualifies for the minimum 55 year old age requirement, we bought the house from my parents two years ago, and last weekend we moved in for the next three months. We traded our winter coats in Colorado for the sun in Arizona.
But it feels weird because I am still working, remotely for myself, and I keep thinking, "Most people my age wouldn't think to move to a place where everyone else is already retired." But here's the thing, everyone around me is so happy. They are all living their best lives and enjoying the sunny days and activities. It's infectious. I don't spend much time talking to people about hustling or trying for more or building a business. I talk to them about their families and their interests and what they do for fun.
I still find myself saying, "You're too young to be in this place," but then I think, "Who says you can't start to enjoy the retirement lifestyle without actually retiring?"