The Live Pillar

The life behind the work.

I run the businesses to fund a life that's actually worth living. Here's some of what that looks like.

A few years ago I sold my law firm, packed up my family, and moved to the west coast of Puerto Rico. I had spent two decades architecting other people's businesses while quietly neglecting the architecture of my own life. The move was the first piece of fixing that.

Since then we've stamped 27 countries with our kids. They're worldschooled — half because we believe seeing the world is part of an education, half because we wanted them to grow up understanding that work is supposed to serve the life and not the other way around. We've spent months at a time on the road while my businesses kept running. Which is the test that proves whether the architecture actually holds.

Some of what I work on with clients comes directly from that experience: the team and automation that lets a business run without you in the building, the logistics of working across time zones with kids in tow, the difference between a business that's a job and a business that's an asset.

I don't write much about this on the rest of this site. The site is for the work. But it shows up in everything I do — including which clients I take, what I speak about, and what's coming next.

Want the bigger conversation?

For intentional living, the life-design framework, retreats and the community around this kind of work — that all lives at Last Life Ever, the platform I co-founded with my friend Jeff Holst.

Visit Last Life Ever →