Archive for: May, 2026

What If I’m Wrong?

I’ve been wrong before. Not occasionally, consequently. Wrong about markets, wrong about timing, wrong about which technologies would matter and when. Wrong with enough confidence that I didn’t bother checking. That history is why I’ve made a habit of asking a question most people avoid: What if I’m wrong about this?

In The AI Era, The Best People Are The Ones Who Can’t Wait To Replace Themselves

In The AI Era, The Best People Are The Ones Who Can't Wait To Replace Themselves

Noah Kagan, CEO of AppSumo, just sent a memo to his entire company. He didn’t sugarcoat it. AppSumo had a brutal year, lost teammates, lost revenue, and lost some of the joy. He owned it. Then he said something most CEOs write around in seventeen layers of corporate softener: