March 2026

The March issue of my Personal Strategy Compass newsletter is out.

This month’s piece explores something I’ve been noticing about strategic planning. The hardest part is usually not the work of planning itself. It’s the residue that planning drags along with it.

Ideas, priorities, and intentions tend to accumulate. We carry them forward month after

We pay AI tools to do the hard work, like the synthesis, the heavy lifting, and the cognitive labor we do not have time for. What we often get instead is a tool that produces a decent first draft and then hands the real work back to us.

Not just the hard work. The administrative