Under 50¢
Per usable AI-generated ad asset, down from about $10 with a designer.
My AI journey started with pressure inside a real business—not with a fascination for the latest tool. I needed more output, lower costs, and better ways to run WindRider.
About two and a half years ago, tariff pressure was pushing our costs higher at WindRider. At the same time, changes at Meta meant we needed a much larger volume of fresh creative to keep our advertising working.
We were being squeezed in both directions: higher costs and a growing demand for more output with fewer resources. I could not simply hire my way out of it. I needed to find a different way to operate, and that pressure started me down the AI path.
I watched YouTube videos, read blog posts, followed new tools, and tested constantly. Most of the journey was figuring things out myself—sorting through what sounded exciting, what worked in a demo, and what could survive contact with an actual business.
I was not trying to vibe-code the latest app that popped into my head. I was trying to solve business problems: increase revenue, decrease expenses, create more output, and improve how the company operated. Those are very different standards.
Per usable AI-generated ad asset, down from about $10 with a designer.
In a peak week with one operator across the production line.
Broken uploads, weak outputs, and systems rebuilt after they met reality.
A few conversations with people using AI inside their own businesses helped me move through problems that had kept me stuck. They did not hand me a magic prompt. They helped me see a different question, a missing assumption, or a path I had not considered.
That felt completely different from listening to an AI guru explain what a tool could do. A business owner can tell you whether it increased revenue, reduced expense, saved time, created risk, or simply produced another problem to manage.
The difference was not more AI content. It was being in the room with people solving real business problems.
AIIMN came from that need, and there is some selfishness in it. I want to share what I have learned at WindRider, but I also want to be surrounded by other owners doing the same thing—people willing to show what really works, what does not, and what they are trying next.
I believe this kind of room will be a critical part of how business owners navigate the future. None of us has the final map. But we can get much farther by comparing real work than by individually sorting through another thousand videos, posts, and product launches.
Find practical ways AI can improve demand, conversion, and customer value.
Reduce repetitive work and create more output without blindly adding cost.
Improve decisions, operations, safeguards, and the systems behind the work.
AI is often about asking the right questions. But when you are figuring everything out alone, the hardest part can be the unknown unknowns—the assumptions, possibilities, and risks you cannot see yet.
Being in a room with owners working through different problems exposes you to questions you would not have found on your own. That is the room I needed. It is the room I want AIIMN to become.