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
An Imperfect Leader: Michelle Osterhoudt on Connection, Community, and Courage
📢 Exciting new episode of An Imperfect Leader! 📢 I had the absolute pleasure of speaking with Michelle Osterhoudt, Superintendent of Margaretville Central Schools, and it was an incredibly insightful conversation! Here are some of the key…
Stephen Pruitt on Removing Barriers and Leading with Compassion and Action
📢 We had an INCREDIBLE conversation with Dr. Stephen Pruitt, President of the Southern Regional Education Board. 🎧 We dove deep into education, leadership, and creating real change. Here are some of the key takeaways: 🤝 Stakeholder vs….
Quintin Shepherd: Owning the Complexity of Leadership
Have you ever felt like the traditional leadership models just don’t fit? 🤔 Then you NEED to listen to our latest episode of An Imperfect Leader: The Superintendents and Leadership Podcast with the incredible . 🎧 We dive deep into…
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.



