A few weeks ago I drove over to DigiMarCon Great Lakes in Cleveland. I wasn’t there to speak — my badge said attendee, and I mostly wanted to soak up two days of conversations about where AI and marketing are actually heading.

What I didn’t expect was how much of my own time I’d spend showing people the thing I’m a little obsessed with right now: the Obsidian “second brain” I’ve built to run my work. A few folks asked what was on my screen, one question turned into another, and before long I was walking people through how I wire Obsidian together with AI agents to capture, connect, and actually use everything I read and do.

One of those conversations happened over lunch — with Dennis Yu. (And I’ll say it plainly: DigiMarCon has the best conference food I’ve come across, which made it very easy to keep talking.) We got deep into how I use Claude day to day — not the demo version of AI, but the unglamorous, real workflow: agents doing the busywork, me staying the one who decides.

By the end of lunch, Dennis asked if I’d bring it to a bigger stage.

That stage is DigiMarCon World in Las Vegas this November, where I’ll be sharing how I actually use Claude — the system, the habits, and the parts that translate to anyone trying to do more with a small team and a lot of AI.

So that’s the plan. Funny how the best opportunities tend to show up sideways — over lunch, mid-sentence, when you’re just being honest about the thing you can’t stop building.

One of Dennis’s AI builders

I’m part of a group of young AI builders Dennis Yu coaches — people who don’t just talk about AI, we ship it. Across the group that looks like AI-powered agencies for roofers, landscapers, and concrete-coating companies that grow into their own software down the road. My lane is healthcare and medicine — same playbook, different world. If that’s the kind of work you care about, the AI Builder Program is where it lives.

What’s next

Between now and Vegas I’ll be writing more about AI, marketing, and the future of healthcare — and starting a few conversations I’m genuinely excited about. If any of that is your world too, come say hi.