The split used to be users and non-users. Now it's fluent and plateaued — and the plateau feels like progress. You don't have a prompting problem; you have a context problem. In two hours with four other people, build the context file that makes AI actually know your business, and draft a deliverable you owe someone this week. Leave with a working setup, not notes. $99. Bring one real piece of work.
The split used to be users and non-users.
Now it's fluent and plateaued.
And the plateau feels like progress.
Most people think they have a prompting problem.
They don't. They have a context problem.
AI invents what it doesn't know about your business. Your numbers. Your customers. Your constraints.
It invents them confidently. And it sounds right.
Better words won't fix that.
Better context will.
Build your context file. One block of text that makes any AI, in any tool, stop asking who you are. It's the thing you keep.
Discover how to use AI in your role. Strategically and tactically. The few deliverables that carry most of the weight.
Draft a deliverable you actually need, live. Something you owe someone this week. Built with your context, not from scratch.
Learn how you learn. So AI can teach you the things you've been avoiding or faking.
Run a premortem. Assume the thing you're about to start already failed, and write the story backwards. Predicting is hard. Explaining is easy.
Set your guardrails. Six rules, including the one you're most likely to break.
Begin your practice. A rhythm for what to re-run, and when. This is a practice, not a tool you visit.
Five people, so nobody gets left on a step.
Bring one real piece of work.
You leave with a working setup, not notes.
Rose Thun founded Design Rosetta, a Baltimore firm that helps leaders think clearly about new technology and trains their teams to use it.
She’s built products and led teams through five waves: aerospace composites, early internet, mobile, additive manufacturing, and AI. She’s watched adoptions succeed and fail. The difference is rarely the tech.
Rose works with leaders who want to understand the tools themselves, and want their team to understand them too, so the organization doesn't rest on one person knowing everything. Her clients decide faster and get their time back.
She teaches AI fluency, Answer Engine Optimization, and signal reading with the JERK framework and is THEIA Certified.
She publishes The JERK Report every Monday. Short read on catching change early enough to do something about it.
Solopreneurs and small business owners who want to stay confident and fluent without making it a second job. If you've taken the AI Fluency workshop, this is the maintenance plan. If you haven't, you're still welcome.