Superintendents Leadership Podcast
Leadership isn’t about getting it right every time.
It’s about showing up, learning, and making better choices the next time. An Imperfect Leader: The Superintendents and Leadership Podcast is for superintendents and district leaders navigating the beautiful, messy work of public education.
On this podcast, we leave perfection at the door. Through real stories, candid conversations, and reflective after-action reviews, we talk about what happened, what was missed, what we learned — and what we might do differently next time.
If you’ve ever felt the pressure to be flawless in a complicated system, you’ll feel right at home here.
Hear from fellow superintendents and leaders on:
What actually happens behind the scenes
The frustrations no one talks about
The wins worth celebrating
And the tough calls that keep all of us up at night.
Latest Episodes
Beyond the “Testing Obsession”: A Conversation with Dr. Jason Van Heukelum
I recently sat down with Dr. Jason Van Heukelum, Superintendent of Winchester Public Schools, to talk about what it really means to lead in a messy, high-pressure moment for public education. Jason embraces being an "imperfect" leader. In a field often paralyzed by the pressure for perfection,...
Ted Dintersmith on Building Schools Full of Purpose and Promise
🚨 Are schools preparing students for a world that no longer exists? I recently had the privilege of sitting down with Ted Dintersmith, the force behind Most Likely to Succeed and Multiple Choice, and author of What School Could Be (with a new book on math coming soon!). Our conversation centered...
Winning Screen Time: Patrick Green on Curiosity, Creativity, and Student Agency
In the latest episode of An Imperfect Leader, I sat down with Patrick Green, author of Classroom Management in the Digital Age, to explore how schools can move beyond compliance and toward deeper focus, connection, and self-management in the digital age. Here are three ideas that really stood out...
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If you’re a superintendent or district leader navigating these same tensions, we’d love to support you.
Thanks for joining us on this imperfect journey.
You’re not alone — and you don’t have to carry it alone.