Hi {{first_name | reader}},
I’ve been thinking a lot lately about how organizations actually work — and how most leaders are flying blind without realizing it.
Here’s the truth: Your org chart is lying to you.
Not maliciously. It’s just out of date the moment it’s made — and it never really captured how work actually gets done anyway.
While you see clean lines and tidy reporting paths, your teams are navigating shadow workflows, informal influence, and now, AI tools your structure never anticipated.
That gap — between how your org is designed and how it really works — is getting more dangerous every day as markets shift faster and pressure mounts.
The good news? There’s a way to turn this moment into an advantage.
This Thursday, October 23, from 12–1pm ET, I’m hosting a free, hands-on session called:
Leading in the Age of AI: Seeing Your Organization as It Really Is
You’ll leave with:
A simple lens for spotting where your real bottlenecks live — and why fixing people rarely fixes the system.
Three small “center + edge” experiments you can run in the next 30 days to improve flow and reduce friction.
A new way to think about AI — not as automation, but as a tool for insight, connection, and better leadership.
Also Coming Up: Foundations of Impactful Entrepreneurship
If you’re a mission-driven professional or civic builder curious about entrepreneurship as a path to systems change, check out this one-day event in Washington, DC on Tuesday, October 28.
Hosted by the Big Table Institute, it’s designed to help you approach entrepreneurship with confidence and purpose — aligning values, structures, and impact.
Tickets are $80 and space is limited.
Thanks for reading.
If you’ve been thinking about how to make your organization more adaptive and more human — I’d love for you to join Thursday’s session.
Because in the age of AI, the question isn’t whether we’ll adapt.
It’s how.
Bob Gower, Brooklyn, NY
[email protected]