Strategy
The Rory Effect: Why Success is Never a Straight Line
Watching Rory McIlroy clinch back-to-back Masters wins was a masterclass in resilience.
8 Moats for Sustainable Software Companies
With all the continued talk about the SaaS apocalypse and the challenges facing software in the age of AI and…
How important is market timing for a startup idea?
Another common question we get in Office Hours is about market timing.
Should I pivot my idea or keep going?
Another common question we get at Office Hours is should I pivot my idea or keep going?
Pick a North Star Metric (Not Revenue)
Last week I had a great conversation with a group of entrepreneurs, and our first topic was identifying each startup’s…
90/10 or 10/90 Entrepreneur
Last week I was talking with a board member about how to be helpful to an entrepreneur we both know.…
Looking back, then moving forward
The end of the year is always a great time to look back on the previous year and reflect on…
How To Get Your Team Onboard with Changes in 2026
Simple, straightforward ways to build alignment
Ten Reflections on 2025
As another year comes to a close, here is my annual list of reflections on the past year.