Scott Perry on Life, Lessons & Legacy

Scott Perry shared their story and experiences with us recently and you can find our conversation below.

Good morning Scott, we’re so happy to have you here with us and we’d love to explore your story and how you think about life and legacy and so much more. So let’s start with a question we often ask: What are you most proud of building — that nobody sees?
I’m proud of the business I’ve built, but what makes me most proud is what it makes possible. I’ve fine-tuned my work so it doesn’t just fund my life, it fits my life. And that life includes being a full-time daycare provider for my grandsons, Jasper and Hudson.

That part doesn’t show up on my website, in my workshops, or in my coaching offers. But it’s the quiet proof that the principles I teach — alignment, clarity, and fit — actually work. My business isn’t just a source of revenue. It’s a vehicle for living the life I want and investing my time where it matters most.

Can you briefly introduce yourself and share what makes you or your brand unique?
I’m Scott Perry, founder of Creative on Purpose and publisher of Transcendent Solopreneurship on Substack. My work is dedicated to helping solopreneurs build businesses that don’t just fund their lives, but actually fit the lives they want to live.

What makes my approach different is that it’s grounded in my clients’ personal philosophy, timeless business principles, and requires zero digital marketing gimickry. I’ve developed frameworks like the Purpose-Driven Prosperity Model and the Forever Offer Framework that help people focus less on funnels, hacks, and hustle, and more on clarity, alignment, and resonance.

My own story is proof of concept. I’ve tuned my business to provide not just revenue, but freedom — including the privilege of being a full-time caregiver for my grandsons, Jasper and Hudson. That’s the kind of fit and fulfillment I want the solopreneurs I serve to experience in their own way.

Right now, I’m working on expanding the Solopreneur Success Circle, my Substack subscriber community, and leading workshops like Clients & Customers on Purpose, which shows solopreneurs how to consistently attract and enroll the right people — without funnels, hype, or hustle.

Thanks for sharing that. Would love to go back in time and hear about how your past might have impacted who you are today. Who saw you clearly before you could see yourself?
Seth Godin. Working with him as a head coach in his Akimbo Workshops was a turning point. Seth saw not just what I was doing, but what I could be doing — and he named it in a way that made it impossible for me to ignore.

At the time, I was still straddling identities: musician, teacher, coach. Seth helped me see that the through-line wasn’t what I did, but how I did it — with clarity, empathy, and a bias toward service. That recognition gave me the courage to step fully into the work I do now, helping solopreneurs build businesses that fund and fit their lives.

It’s one thing to believe in yourself. It’s another thing entirely when someone you respect shines a light on your potential and calls you forward.

What’s something you changed your mind about after failing hard?
I used to believe success was about playing by the “rules” of online business — funnels, launches, persuasion tactics. I followed the formulas, hit the revenue goals, and on paper it looked like a win. But it felt like failure, because I was building someone else’s business for someone else’s audience using someone else’s voice.

That crash convinced me to change my mind about what growth looks like. I stopped chasing reach and started focusing on resonance. Instead of optimizing for numbers, I began aligning my work around clarity, fit, and relationships.

The failure was real, but so was the freedom that followed. It led to building a business I actually want to run, and helping others do the same.

So a lot of these questions go deep, but if you are open to it, we’ve got a few more questions that we’d love to get your take on. Where are smart people getting it totally wrong today?
A lot of smart people still think the game is about being louder, faster, and everywhere at once. They confuse complexity for sophistication and activity for progress.

What they miss is that the real leverage isn’t in doing more — it’s in doing the right things with more clarity and integrity. The obsession with funnels, hacks, and optimization tricks blinds them to the simple truth: if your work doesn’t resonate, none of that matters.

Smart people get it wrong by chasing scale before they’ve earned trust. The ones who get it right build from fit and resonance outward.

Before we go, we’d love to hear your thoughts on some longer-run, legacy type questions. When do you feel most at peace?
I feel most at peace when I’m fully present — whether that’s coaching a solopreneur through a breakthrough or sitting on the floor playing Legos with my grandsons, Jasper and Hudson.

Peace for me isn’t about escaping the noise, it’s about being so engaged with what matters most that the noise fades into the background. Those are the moments where life feels aligned, and I know I’m exactly where I’m supposed to be.

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