Beyond the Three-Year Myth: The Truth About the Superintendency
An Imperfect Leader: The Superintendents and Leadership Podcast
Release Date: 06/23/2026
An Imperfect Leader: The Superintendents and Leadership Podcast
We are bringing back one of our most impactful conversations for an encore episode of An Imperfect Leader! Have you ever wondered why, in a profession where over 70% of teachers are women, only 28% of superintendents are? Or why so many leaders feel they have to be "perfect" just to survive? joined us to dive into her groundbreaking work with . She didn’t just look at the numbers; she hand-collected data on nearly 13,000 leaders because a national database simply didn’t exist. One of her most startling finds? One in five superintendents is named John, Matthew, or Michael. In this...
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Some conversations stay with you long after the recording ends. My conversation with is one of those. In this encore episode, Dr. Hamlett, former superintendent of Chapel Hill-Carrboro City Schools and now Chief Equity & Development Officer for Montgomery County Public Schools, offers a deeply honest reflection on leadership under pressure. Here are three themes leaders should listen for: 1. “Don’t Flinch” Leadership: Listen for how Nyah defines leadership as choosing courage over convenience, especially when decisions are uncomfortable or...
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📢 What an incredible conversation with Dr. Stephen Pruitt, President of the Southern Association of Colleges and Schools Commission on Colleges (SACSCOC). 🎧 In this encore episode, we dove deep into education, leadership, and driving real change. Here are the key takeaways: 🤝 Stakeholder vs. Shareholder: Dr. Pruitt made a powerful distinction: education needs fewer "stakeholders" and more "shareholders". What does that mean? Shareholders are people invested in a common vision who feel true ownership of the process. ✍️ Redefining Standards: Standards, he explained, are a...
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I am thrilled to share an encore release of a very special crossover episode between our podcast, An Imperfect Leader, and (also a proud member of the Podcasserole Network!). Together, we sit down with , a professor at MIT, to explore the the history of Junior Republics and the cutting-edge work of Embodied Education. Here are two key takeaways from our conversation: 🏙️ The Legacy of Junior Republics: Imagine a miniature city or nation run entirely by kids. Starting in 1895, Junior Republics gave children the power to act as senators, run businesses, and even...
info_outlineAn Imperfect Leader: The Superintendents and Leadership Podcast
Some conversations stay with you long after the recording ends. My conversation with is one of those. In this encore episode, Dr. Hamlett, former superintendent of Chapel Hill-Carrboro City Schools and now Chief Equity & Development Officer for Montgomery County Public Schools, offers a deeply honest reflection on leadership under pressure. Here are three themes leaders should listen for: 1. “Don’t Flinch” Leadership: Listen for how Nyah defines leadership as choosing courage over convenience, especially when decisions are uncomfortable or...
info_outlineAn Imperfect Leader: The Superintendents and Leadership Podcast
What happens when you trade a massive suburban district for a rural community with only 1,200 students? According to my latest guest, it might just be the best career move you’ll ever make. I recently sat down with , former acting Assistant Secretary of the US Department of Education and author of . James shared how cutting his teeth in a small rural district forced him to do "every job"—from HR and finance to literally walking through the mud to assess construction sites. We went deep on how that "boots on the ground" experience prepared him for state and national leadership, and why he...
info_outlineAn Imperfect Leader: The Superintendents and Leadership Podcast
What happens when you trade a massive suburban district for a rural community with only 1,200 students? According to my latest guest, it might just be the best career move you’ll ever make. I recently sat down with , former acting Assistant Secretary of the US Department of Education and author of . James shared how cutting his teeth in a small rural district forced him to do "every job"—from HR and finance to literally walking through the mud to assess construction sites. We went deep on how that "boots on the ground" experience prepared him for state and national leadership, and why he...
info_outlineAn Imperfect Leader: The Superintendents and Leadership Podcast
If you feel like your "number one love"—instructional leadership—is constantly being pushed to the background by budget spreadsheets, you aren’t alone. I recently had a fantastic conversation with (Columbia University's Teachers College) and (Seton Hall University) about the . We did some serious "myth-busting" that every school leader and board member needs to hear. Here are 3 themes from our talk to keep on your radar: The Money Matters Paradox: While most superintendents identify as instructional leaders, 54% reported that finance issues actually consume the bulk of their...
info_outlineAn Imperfect Leader: The Superintendents and Leadership Podcast
If you feel like your "number one love"—instructional leadership—is constantly being pushed to the background by budget spreadsheets, you aren’t alone. I recently had a fantastic conversation with (Columbia University's Teachers College) and (Seton Hall University) about the . We did some serious "myth-busting" that every school leader and board member needs to hear. Here are 3 themes from our talk to keep on your radar: The Money Matters Paradox: While most superintendents identify as instructional leaders, 54% reported that finance issues actually consume the bulk of their...
info_outlineAn Imperfect Leader: The Superintendents and Leadership Podcast
Is the era of the public school monopoly officially dead? According to my guest, , the answer is a resounding yes. And if school leaders don't adapt, they risk becoming "dinosaurs." Brian is a combat veteran, attorney, and the leader of CAISSA K-12, a firm that has helped return over 30,000 students to traditional public schools. In our conversation, we tackled the hard truth about declining enrollment and how districts can reclaim their narrative in a competitive market. Here are themes from our talk that every educator and superintendent should hear: Accepting the End of the Monopoly:...
info_outlineIf you feel like your "number one love"—instructional leadership—is constantly being pushed to the background by budget spreadsheets, you aren’t alone.
I recently had a fantastic conversation with Dr. Anne LoBue (Columbia University's Teachers College) and Dr. Christopher Tienken (Seton Hall University) about the 2025 American Superintendent Study. We did some serious "myth-busting" that every school leader and board member needs to hear.
Here are 3 themes from our talk to keep on your radar:
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The Money Matters Paradox: While most superintendents identify as instructional leaders, 54% reported that finance issues actually consume the bulk of their attention. In rural districts, that number jumps to nearly two-thirds. Curriculum and instruction? That ranked 10th on the list. As Anne put it, while instruction is the heart of the work, "it's money that matters" when it comes to daily time management.
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Shattering the 3-Year Tenure Myth: We’ve all heard that the average superintendent only lasts three years. It turns out that's true in some contexts. The actual reported aggregate average is 5.4 years. In fact, nearly 25% of respondents have been in their positions for nine years or more. Stability is possible!
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The Power of Complementary Associations: You don’t have to be the perfect leader who knows everything. Chris emphasized that one of the most important skills for a leader is knowing who to surround yourself with to fill your own gaps in expertise. Leading is a systems approach, not a solo performance.
#SuptChat #EdLeadership #AASA #SchoolBoard #EducationFinance #AnImperfectLeader #K12Education #SuperintendentStudy
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Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation): https://youtu.be/VkKiXpczSEAhttps://www.youtube.com/@animperfectleaderleadershi5144/featured
Instagram: https://www.instagram.com/animperfectleader/
Tiktok: https://www.tiktok.com/@animperfectleader
Follow Co-host Jamie Almanzán on:
Connect with APC Leadership Collaborative for support in navigating complex leadership situations: https://www.apccollab.com
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An Imperfect Leader is sponsored by IXL. Boost learning with a platform proven to deliver results. IXL gives educators a complete K–12 curriculum and personalized learning plans that adapt to every student.
Trusted by over 1 million teachers and 96 of the top 100 school districts, IXL helps schools outperform on state tests, and helps teachers focus on what matters most.
IXL: Powerful data. Personalized learning. Real progress.
Discover what IXL can do for your school at IXL.com/imperfect
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An Imperfect Leader is sponsored by Yondr.
Schools around the world are seeing the damaging effects of phones on student engagement, social development, and mental health.
Yondr has developed a unique product and program to allow schools to become phone-free, from arrival to dismissal.
Learn why 3 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
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The Mosaic Project, one of our favorite organizations, has over 25 years of experience empowering students to celebrate differences, communicate assertively, and resolve conflicts peacefully at their outdoor school. Their innovative SEL curriculum is now available to An Imperfect Leader listeners at a 10% discount through their new documentary film-based Mosaic Classroom Project!
The Project’s ready-to-use lesson plans include film, original music, “gametivities”, and real conversations. We’re proud to partner with The Mosaic Project in helping educators build inclusive, peaceful learning communities! Just mention An Imperfect Leader during the onboarding process to receive the 10% discount.
Learn more about The Mosaic Classroom Project.
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Think differently. Think in systems. Reach out to The Waters Center for Systems Thinking to learn more about how systems thinking capacity building can strengthen your team and organization.
Homepage: www.waterscenterst.org
Thinking Tools Studio: https://thinkingtoolsstudio.waterscenterst.org
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An Imperfect Leader: Leadership in (After) Action is supported by ILAA, LLC, a firm dedicated to supporting aspiring, new, and established leaders. For more information, please find them at imperfectleader.com.
Music for An Imperfect Leader was written and arranged by Ian Varley.
Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly.