If you're letting AI write your emails, posts and sales pages and wondering why nothing's landing, this one's for you. Jen Liddy is a messaging diagnostician and former English teacher. She's spent years helping experts find their voice, and she's watched AI change how her clients write. We talk about why you need to know your own voice before you can push back on a robot. We also cover why she stopped building $6,000 messaging guides and the signs that your messaging is the real problem. The bigger question for you: can you say what you want to say before you ask AI to say it for you?
If you run a membership, course or coaching program and want AI to help your clients actually implement, this one's for you. Nadine Nethery, a customer experience and retention strategist, joined me to walk through the AI tools she's built into her membership and workshops. She shared three of them. The first is a survey builder that packages 10 years of her framework. The second powered an interactive workshop that converted 28% of live attendees within 24 hours. The third is a roadmap builder that gets new members committed to a six-month plan on day one. The bigger question for you: where could an AI tool clear the friction that stops your clients from doing the work, and where do you want your own perspective front and centre?
This episode is the practical guide to planning your Custom GPT migration. Your custom GPTs have a deadline. Your IP shouldn't be the thing you give up to meet it. OpenAI is retiring custom GPTs, and enterprise workspaces lose theirs on December 11. If you built GPTs for your clients or your audience, you need a plan, and the most popular option right now asks you to hand over everything inside them.
AI doesn't fix a broken marketing strategy. It just breaks it faster. Laura Kendrick and I have been having low-key debates about AI for two years inside a business group we're both in, so I finally just put her on the mic and asked her what hill she'd die on. Her answer was immediate. AI is a genuinely powerful tool with real limits, and it can expand your brand voice and your strategy but it can never build them.
I got pitched by a bot. Then I put the guy on my show. Craig Shoemaker's research agent found my podcast, figured out who I talk to and why he'd be a fit, and handed him the shortlist. Then Craig wrote the email himself. That distinction is the whole episode. He coaches education entrepreneurs, which is my people under a different name, and he's spent 25 years in big tech and 15 as a course creator. So when he says AI has changed this industry forever and also that you shouldn't burn your business down over it, he's earned both halves of that sentence. We got into the seductive part of AI, the part where you feel invincible and start shipping things you haven't thought through. Guilty. My own audit told me my build muscle was strong and my ship muscle wasn't. Craig got the identical result, which made me feel a lot better. The part that stuck with me most was his gotcha moment. If you're the kind of person who listens to a podcast about AI, you're further ahead than you think.
Most experts are thinking about how AI can make their content faster. I’m far more interested in what happens when AI helps your clients actually use your expertise. Today, you’re hearing me on the other side of the microphone. This conversation originally aired on Ellen Yin’s Cubicle to CEO podcast, where we unpacked the accidental series of coffee dates, custom GPT frustrations and client implementation gaps that eventually became wAIv. We also got into a much bigger question: What happens to the value of your intellectual property when someone can feed your course materials, worksheets and best ideas into generic AI?
