I built myself an AI executive assistant to get my brain back

Every business owner I know has some version the same problem. That background process running in your head at all times:

Who did I forget to get back to? What's falling through the cracks right now? When's the last time I talked to [important person]? What meetings do I have tomorrow - am I even prepared? Is someone waiting on me right now? Did I ever send that thing I promised?

Every tool and technique that I've tried has been great at making me feel more overwhelmed, and none of them made me feel like I knew what I should be doing next.

I had to manually update statuses, remember where I left off on things, wonder if systems had gotten out of sync.

The gap between "impressive demo" and "actually useful" always left me wanting more.

But after a year of experimenting with AI tools like Cursor, I eventually found Claude Code.

And everything started to click.

Over the course of 5 days, I developed a fully custom system that was wired into my tools, my workflows, and most of all it works the way my brain works.

This system has materially changed how I feel about my work, and how I move through my day. Maybe it can change yours?

The demo that started it all →
Runs entirely on my own devices and accounts Custom tailored to how I work Turns my existing tools into a complete system The more I use it, the more powerful it gets
Stay In The Loop

I'm still building. Want to follow along?

Drop your email and I'll send you new guides, demos, and lessons learned as I build. Real notes from someone doing this for themselves.

You're on the list. I'll reach out personally within a few days.

We respect your inbox. No spam.
Unsubscribe anytime.

Who's Behind This

I'm Alex Hillman.

I've spent my career building things people want and sharing what I learned.

  • I found that I wasn't the only one looking for likeminded professional peers in Philly, and that led to Indy Hall.
  • My partner Amy and I had built businesses with paying customers on day one - people wanted to learn how, so we taught them through Stacking the Bricks.

And now: I built myself an AI executive assistant because I needed a system that could keep up with how my brain works - and nothing out there came close.

What started as a five day experiment has turned into an entire operating system for my work and life. Nothing since Indy Hall itself has changed how I feel about my work the way this has.