In this casual fireside chat, I sat down with Taylin John Simmonds to talk real business—the stuff people rarely share publicly.
We unpacked our actual revenue models, the mistakes we’ve made (like a 200k revenue dip), and why chasing “more” isn’t always the answer. Taylin broke down his shift from high-ticket ghostwriting to building micro-offers, while I shared why I’ve intentionally kept my content free and focused on building long-term offers instead of paid subscriptions.
Here’s a few topics we covered:
Monetization strategies that don’t require you to hustle harder.
Why paywalling on Substack might hurt your long-term growth.
How to think about AI as a tool (not a threat) in your business.
The real cost of building an audience vs. building a business.
Zero BS—Just two creators building sustainable businesses without the hustle.
If this resonated, drop a comment or share it with someone who needs to hear it.
Landon











