Browse by Topic
If you’re looking for something specific, start here.
Below you’ll find selected articles and podcast episodes organized by topic — including AI in courses, newsletter monetization, growth flywheels, and digital product systems.
This is a curated index of the ideas and frameworks I return to most often.
AI Inbox + Newsletter Strategy
Email After the AI Inbox: Why Newsletter Strategy Has to Change (Blog)
261: The AI Inbox Shift: Why Your Email Strategy Needs a Job (Podcast)
Google’s AI Inbox and the Future of Email Newsletters (Blog)
Lifecycle Emails Are Becoming the Safest Asset in an AI-Filtered Inbox (Blog)
Treating Email Like a Content Channel Is Now a Liability (Blog)
Newsletter Monetization + List Growth
215: Turning Emails into ATMs: My Newsletter Monetization Framework (Podcast)
219: Why Most Paid Newsletters Fail—and How to Build One That Sells (Podcast)
Why Most Paid Newsletters Fail—And What to Do Instead (Blog)
216: Grow Your List 10X Faster By Leveraging Existing Audiences (Podcast)
The Most Important Email to Send New Subscribers (And How to Write It) (Blog)
233: Wake the Dead: How to Reengage Cold Email Subscribers Before Q4 (Podcast)
250: The Newsletter Money Map: 5 Metrics That Drive Revenue (Podcast)
254: Why Your Newsletter Isn’t Making Money (And How to Fix It) (Podcast)
AI Clones + Intellectual Property
Your Expertise Is Intellectual Property (Even If You’ve Never Thought of It That Way) (Blog)
258: Your Expertise Is Intellectual Property (And How to Scale It Using AI) (Podcast)
What an AI Clone Actually Is (and How Experts Use One) (Blog)
What It Really Means to Turn Your Expertise Into an AI Clone (Blog)
Where an AI Clone Fits Inside a Membership, Program, or Offer (Blog)
What Makes an AI Clone Trustworthy (and What Breaks Trust) (Blog)
Courses, Memberships + Implementation
211: Why Nobody Finishes Online Courses Anymore and How to Fix It (Podcast)
Why Long Video Courses No Longer Work for Online Programs (Blog)
Completion Rates Are a Distraction: What Actually Drives Student Results (Blog)
Why Courses Aren’t Supporting Implementation Anymore (Podcast)
229: Why Self-Paced Courses Are Dying—and What’s Replacing Them (Podcast)
5 Powerful Ways to Use AI in Your Courses, Memberships & Digital Products (Blog)
213: Automate Student Success in Your Digital Products with AI (Podcast)
Growth Flywheels + Predictable Revenue
Why Funnels Are Failing (and How AI Flywheels Build Predictable Revenue) (Blog)
The Creator Growth Flywheel: A System for Sustainable Digital Product Growth (Blog)
The Creator’s Growth Flywheel: Your Secret Weapon for Consistent Digital Product Revenue (Blog)
218: The Rinse and Repeat Business Model That Made My Revenue Predictable (Podcast)
234: The Non-Launch Marketing System That Consistently Sells Your Offer (Podcast)
CEO Reviews + Operating Rhythm
HobbyScool + The $1M Experiment + B2B
Can a Hobby Brand Really Sell for $1M+? I’m Putting It to the Test. (Blog)
Behind the Scenes: 17,958 Attendees and $39K Revenue From One Virtual Summit (Blog)
I Almost Shut Down the HobbyScool Shopify Store (And Why I’m Glad I Didn’t) (Blog)
Why Monthly Events Changed How I Think About Revenue at HobbyScool (Blog)
What Early Validation Actually Looks Like When You Start Selling to B2B (Blog)
Why Corporate Revenue Doesn’t “Just Happen” (Even for Established Brands) (Blog)
Why I’m Documenting Decisions, Not Outcomes, as I Grow HobbyScool (Podcast)
Legal Basics for Digital Products
The Ultimate Legal Guide for Digital Product Creators (Blog)
Don’t Sell Another Digital Product Without These Legal Basics (Blog)
Copyrights & Trademarks: What Every Creator Should Know (Blog)
LLC or Sole Proprietor? What Digital Product Creators Really Need to Know (Blog)
Can You Legally Sell AI-Generated Content as a Digital Product? (Blog)
How to Write a Digital Product License Agreement That Actually Protects You (Blog)