Welcome to An Imperfect Leader: The Superintendents and Leadership Podcast, a series of conversations with leaders who look back at decisions they made and consider:
* What happened?
* What got overlooked?
* What did they learn about relationships or what new relationships were formed?
* What frustrated them?
* What could they have done differently?
* And in the end, what was something good that came out of their experience – because it is through one's mistakes where the greatest learning takes place.
I'm Peter Stiepleman. I'm your host AND I'm an imperfect leader. I spent more than 20 years teaching and leading, first in the Oakland Public Schools in Oakland, CA and then in the Midwest – Missouri, to be exact – where I was a teacher, a principal, an assistant superintendent and the superintendent of the 4th largest school district in a state of more than 500 districts.
I am constantly striving to learn from my experiences and from the experiences of other leaders. The aim of this podcast is to lift the learning and lift the imperfect leaders up. That way, when you hear the term imperfect, you'll see strength, strength from the candor needed to recognize imperfection as a real advantage.
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Check latest episodes from An Imperfect Leader: The Superintendents and Leadership Podcast podcast
The Tightrope of Leadership with Dr. Larry Cuban
2026/02/03
Leadership isn't about finding the perfect solution. It's about learning from the daily grind of complexity.
In this week's episode of An Imperfect Leader: The Superintendents and Leadership Podcast, I had the chance to speak with Dr. Larry Cuban, former superintendent, Stanford professor, and author.
A few insights that stayed with me, especially for leaders working in high-stakes environments:
1️⃣ Conflict isn't a failure, it's the work: Dr. Cuban shared that he couldn't recall a single conflict-free day as a superintendent. Leadership is a constant balancing act (boards, unions, families, and communities all pulling at once).
2️⃣ Be a "good enough" leader: Burnout often comes from chasing an ideal that doesn't exist. Dr. Cuban argues for being good enough (not mediocre), but well-matched to your context.
3️⃣ Excellence can't be mandated: Lasting improvement doesn't come from top-down pressure. It comes from tapping into the wisdom of people doing the work every day. For school leaders, that often means buffering teachers from noise so they can teach, reflect, and grow.
Leadership leaves scars. Systems resist change. And progress is rarely linear. But as Dr. Cuban reminds us, it's the effort to adapt that defines a leader's legacy.
-------
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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Matt Pitman on the Shift from Being "Heard" to Being "Held" in School Leadership
2026/01/27
What if the problem in our schools isn't a lack of voice, but a lack of connection?
In this episode, I had the opportunity to sit down with Dr. Matt Pitman, author of The Connection Conundrum, for a conversation that challenged many of the leadership norms we've inherited, especially the idea that effective leaders must remain stoic, distant, or emotionally neutral.
Matt makes a compelling case that this model is no longer serving our schools. Instead, he invites leaders to rethink community, voice, and presence; and to move from making people feel heard to making them feel truly held.
Here are three insights from our conversation that every leader should wrestle with:
🎧 3 Leadership Reflections Worth Your Time 1. From "Heard" to "Held": Surveys and listening sessions are easy. Accountability is harder. Matt argues that voice only becomes authentic when leaders publicly explain how stakeholder input shaped a final decision. When people can see their fingerprints on the outcome, trust grows.
2. Lead as a Human, Not an Automaton: The era of the emotionless leader is over. Matt encourages leaders to start meetings by naming how they're actually showing up. That small act of vulnerability allows teams to "be human together" before tackling the work.
3. The 30/70 Rule of Ambition: In a powerful moment of reflection, Matt shares a lesson learned the hard way: it's fine to be 30% ambitious about what's next, but 70% of your energy must be devoted to the people you lead right now.
This conversation is a timely reminder that connection isn't soft leadership, it's sustainable leadership.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Kaaren Andrews: If We Get Ninth Grade Right, Everything Changes
2026/01/20
🎙️ New Episode Alert: If We Get Ninth Grade Right, Everything Changes
In this episode of An Imperfect Leader: The Superintendents and Leadership Podcast I get to talk with Kaaren Andrews, National Director of the Center for High School Success. This conversation zeroes in on why getting 9th grade right can dramatically improve graduation rates and disrupt long-standing inequities in our system.
Here are three big ideas we dig into:
1️⃣ Ninth Grade: The Strongest Predictor of Graduation: Kaaren shares a powerful (and sobering) insight: students who are "on track" in ninth grade are three to four times more likely to graduate 🎓.
2️⃣ Going Upstream: From Remediation to Prevention: Using Archbishop Desmond Tutu's river metaphor, Kaaren challenges us to stop pulling students out downstream and ask why they're falling in upstream 🌊. Instead of relying on credit recovery after failure, her work centers on proactive ninth-grade success teams where students are truly seen and known.
3️⃣ Human-Centered Leadership: Progress Over Perfection: Kaaren leads with humility and heart. Her mantra is "progress over perfection" - a reminder to leaders to be honest, reflective, and willing to say, I got this wrong 🤝.
🎧 Tune in to hear how Kaaren Andrews and the Center for High School Success are partnering with 200+ schools to change the trajectory for students who need us most.
#EducationLeadership #HighSchoolSuccess #NinthGradeMatters #EducationalEquity #AnImperfectLeader #StudentSuccess #K12Education
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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://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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Mandy Traylor Says Don't Move the Fences: Leading with Care and Community in Veribest ISD
2026/01/13
I'm excited to share the latest episode of An Imperfect Leader: The Superintendents and Leadership Podcast, featuring Mandy Traylor, Superintendent of Veribest ISD. Mandy offers a powerful look at what it means to lead with transparency, humility, and deep community trust.
A few takeaways that stayed with me 👇
🤝 Shared Vision, Real Buy-In: Through a Texas Strategic Leadership pilot, Mandy brought together the board, staff, and local businesses to define what a Veribest graduate should be. The result? A vision everyone owns because they created it together.
🎓 Preparing Students for Life: From Adulting 101 to Lady Falcon Self-Defense, Veribest ISD is equipping students with real-world skills that extend far beyond the classroom.
💛 Relational, Human-Centered Leadership: Mandy defines an imperfect leader as someone confident enough to lead—and humble enough to admit mistakes. Her guiding wisdom: "Work hard and be nice to people" and "Don't move fences until you know why they were built."
🌱 Building culture is like tending a garden—you honor what's already growing while nurturing what comes next.
🎧 Tune in to hear Mandy's Veribest approach to leadership.
#EducationLeadership #Superintendent #StudentSuccess #RelationalLeadership #TexasEducation #AnImperfectLeader
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Elena Aguilar on Why Presence Is a Leader's Greatest Gift
2026/01/06
Are you leading from a place of fixing… or from a place of presence? 🌱
In the latest episode of An Imperfect Leader: The Superintendents and Leadership Podcast, I had the honor of sitting down with Elena Aguilar, the visionary behind Transformational Coaching and author of eight bestselling books, including The Art of Coaching and Arise. 📚✨
Leadership can be a lonely journey. We're often expected to have the answers, solve the problems, and move fast. But Elena reminds us that real transformation doesn't come from quick fixes—it comes from going deeper and tending to the roots. 🌳
Here are four powerful takeaways from our conversation:
🔹 Prioritize Internal Healing: Your internal state shapes everything around you. As Elena shared, "What you can do of greatest benefit to the world is attend to your own healing."
🔹 Focus on Your Sphere of Control: When external pressures feel overwhelming, resilience is built by going deeper into what you can influence. 🎯
🔹 Presence Is the Greatest Gift: So many leaders default to "fix-it mode." But the most impactful thing you can offer is being fully present with the people you serve. 🤍
🔹 Embrace Your Imperfection: Perfection is, in Elena's words, "absurd and unattainable." Authentic leadership lives in humility, honesty, and being human.
As Elena beautifully said during the episode:
"The biggest gift you can give is to be absolutely present… The main thing is that you're showing up, that you're here."
🎧 Listen to the full episode to explore how moving beyond compliance and leading from the heart can change both you and the communities you serve.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Dr. Bryan Luizzi: When Leadership Doesn't Go as Planned (Remastered)
2025/12/30
The latest episode of An Imperfect Leader features Dr. Bryan Luizzi, Superintendent of New Canaan Public Schools, and it's a powerful reminder that leadership is less about having the answers and more about having the courage to step forward.
From Connecticut classrooms to teaching and leading in Jordan, Bryan and I explore what it means to lead people in moments of uncertainty and change.
🎧 Three leadership themes to listen for:
1. Leading with "Yes" (and Courage, Not Recklessness): Bryan shares how a "lead with yes" mindset shaped his career and opened doors to unexpected opportunities.
2. Balancing Stewardship and Innovation: Great leaders honor what works while still pushing forward. Bryan tells the story of New Canaan's transformation of a 1970s planetarium into The Dome, an immersive learning space where students create, not just consume.
3.Why Imperfection Matters: Perfection freezes leaders. Excellence invites learning. Bryan reflects on a major leadership misstep after returning from Finland and the hard lesson of confusing a technical fix with adaptive change.
👂 What leaders should listen closely for:
• A good idea, poorly implemented, is a bad idea.
• Why real leadership means involving people with you, not deciding for them.
• How authenticity and truth-telling rebuild trust after failure.
This episode is an honest look at learning in public and leading with humility and heart.
🎙️ Listen now and reflect on what it means to lead imperfectly.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Richard Lemons on Why You Can't Talk People Into Change and What Actually Works
2025/12/23
This week, I had the privilege of sitting down with Dr. Richard Lemons, Executive Director of Partners for Educational Leadership, for a conversation that every system-level leader should spend time with.
Richard has spent decades helping leaders tackle the hardest work in education: changing systems without losing our humanity.
Here are three themes leaders should listen for:
1. You Can't Talk People Into New Mental Models: Richard reminds us that deeply entrenched beliefs about schooling aren't shifted by better arguments or smarter PowerPoints. They change through radically different experiences that disrupt assumptions and invite reflection.
2. Student Voice Cuts Through Ideology: When adults stop debating and truly listen to students, clarity emerges. Student voice has the power to quiet political noise and re-anchor leaders in purpose and moral urgency.
3. Imperfect Leadership Is the Only Way Forward: Richard reframes leadership growth as living in a space of being consciously imperfect (aware of what we don't know and open to learning).
This episode is a gift for superintendents, central office leaders, and anyone trying to lead systemic change while staying grounded in values.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Leading Without Flinching with Dr. Nyah Hamlett
2025/12/16
🎙️ New Episode of An Imperfect Leader
Some conversations stay with you long after the recording ends. My conversation with Dr. Nyah Hamlett is one of those.
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 in this episode:
🔹 1. "Don't Flinch" Leadership: Listen for how Nyah defines leadership as choosing courage over convenience, especially when decisions are uncomfortable or unpopular.
🔹 2. Student Voice as Shared Power (Not a Checkbox): Listen for how student voice can sharpen decisions, even when leaders don't ultimately go the students' way.
🔹 3. Imperfect Leadership, Vulnerability, and Accountability: Listen closely to Nyah's after-action reflection. It's a masterclass in humility, learning in real time, and leading as a human being, especially when systems and personal wellbeing collide.
This episode is a reminder that leadership is not about perfection.
It's about integrity, reflection, and the willingness to stand firm without flinching.
🎧 If you lead people (especially in complex systems) this one is worth your time.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Ben Thompson on Building Schools That Strengthen Communities
2025/12/09
Facility planning and passing a facility bond can be among the most complex (and stressful!) challenges a superintendent faces. On this episode of An Imperfect Leader, I talk with Ben Thompson, K-12 Director at McMillan Pazdan Smith Architecture and host of the Idea Exchange: The Future of K-12 Education podcast. We explore how the spaces we design for learning can drive stronger student outcomes and strengthen community trust.
Here are three takeaways I thought would be interesting for school leaders:
Design Drives Outcomes: Ben reminds us there's a direct link between the decisions we make about a space and the educational and social outcomes we want to achieve.
Collaboration Comes First: High-quality school design depends on meaningful engagement with the people who will use the space every day. That includes curriculum leads, maintenance teams, guidance counselors, and students. ives.
Process Protects the Future: In his "Imperfect Leadership in After Action" review, Ben shares how skipping engagement or speaking for others can undermine community buy-in.
Most superintendents don't come from a facilities or architecture background. We depend on experts to guide us, and this conversation is exactly that guide. Ben offers a blueprint for designing authentic engagement so communities hear directly from the leaders who shaped the decisions.
🎧 If you're planning a renovation or thinking about a bond, this episode is for you.
#K12Architecture #SuperintendentLeadership #SchoolDesign #ImperfectLeader
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Dr. Doug Bolton: Building Resilient Schools One Connection at a Time
2025/12/02
In this episode of An Imperfect Leader: The Superintendents and Leadership Podcast we had the pleasure of talking with Dr. Doug Bolton, clinical psychologist, author of Untethered, and director of school consultation for Formative Psychological Services.
In Untethered: Creating Connected Families, Schools, and Communities to Raise a Resilient Generation, Doug breaks down what it means to lead in a moment when educators are carrying unprecedented levels of stress and trauma, and how leaders can build schools that feel safe, connected, and resilient.
🔍 In This Episode, We Dig Into: • Connection as the foundation for everything: Doug explains why belonging isn't a nice to have. It directly boosts student achievement, improves mental health, reduces behavior issues, and increases attendance. And it starts with leaders creating that sense of belonging for staff first.
• Why punishment doesn't work — and what does: Misbehavior is often stress behavior. Instead of tightening rules, Doug urges leaders to double down on connection and regulation. Even simple practices like greeting students at the door can raise time on task by 20% and lower misbehavior.
• Leading with clarity, vision, and psychological safety: Doug pushes leaders to go upstream: address root causes, build teams where every voice is heard, and create systems that support genuine regulation and trust. Start small, pilot ideas, and support one another along the way.
This episode gives leaders practical, human-centered tools for navigating tough situations with curiosity, compassion, and steadiness.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Communication is a System: Lessons from Terrie Morgan
2025/11/25
This week we're sitting down with someone who has walked the walk for nearly four decades: Terrie Morgan, 2024 Kentucky Superintendent of the Year and a truly humble, student-centered leader from Hardin County Schools.
Terrie brings warmth, honesty, and hard-earned wisdom from 36 years of service - and she doesn't hold back. If you care about leading with heart and systems-level clarity, this is an episode you'll want to save and share.
🌟 Here are some standout lessons you'll hear: Put Students First - Every Time. Terrie's guiding question: Can I defend this as best for kids? It shaped everything from sibling placement to trauma-informed decisions under the McKinney-Vento Act.
Spot the Systemic Ripples. Missing staff input on a PreK–8 center created community "angst." Terrie talks candidly about what she learned, and how leaders can avoid preventable unintended consequences.
Communication is a System. Terrie starts with the Board and "boots on the road" (teachers, principals, staff) at the same time. Everyone deserves to feel informed and valued.
Include All Stakeholders. Bus drivers, custodians, facilities teams (everyone!) needs to be in the loop, especially when it comes to safety channels and emergency communication.
Model What Learning Looks Like. Terrie draws a sharp distinction between "not knowing yet" and "choosing not to learn." Humility is the foundation of leadership growth.
Plan, Check, Adjust. Repeat. Instead of a static strategic plan, she uses a scorecard and 45-day action cycles to stay responsive to students' real needs.
Terrie offers a masterclass in leading with humility while keeping your fiscal, human, and systemic responsibilities aligned. It's real talk from a real leader.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Dr. Richard Ramos: Let Students Lead the Way
2025/11/18
I'm excited to share my conversation with Dr. Richard Ramos, Superintendent of the Miami Unified School District in Miami, Arizona. Dr. Ramos brings such heart to his work - lifting student voice, building true community partnerships, and embracing the beautiful messiness of leadership.
Here are the three big themes from our conversation:
Student Agency & Community Collaboration: How a simple idea (a Business Partner Café) became a student-led space where young people host, present, and guide conversations with local business partners.
Innovation & Project-Based Learning: A look inside Miami's Innovation Labs and how Dr. Ramos reframed summer school into an "Everyone Can Create" experience rooted in curiosity and strengths.
Embracing Imperfection: A candid story about a costly mistake, a supportive superintendent, and the leadership lesson Dr. Ramos now carries with him: communicate, include others, and don't lead in isolation.
If you're passionate about student-centered learning and the human side of leadership, this episode will resonate.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
------
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
------
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.
Leading with Heart: Dr. Darren Kennedy on the Human Side of School Leadership
2025/11/11
In this episode, we are joined by Dr. Darren Kennedy, the High School Instructional Supervisor for Sumner County Schools (just outside Nashville, Tennessee). Dr. Kennedy, author of So You Think You Want to Be a Principal, 50 Voices from the Field, shares powerful insights on creating transformational change in school culture and academics.
Leaders, here are three things you will learn from this episode:
The power of focusing on Tier One Instruction over Intervention: Darren recounts his experience as a principal of a turnaround middle school where an initial heavy reliance on supplemental intervention programs resulted in only marginal progress. Why values must be a collective aspiration: Darren emphasizes that values and beliefs must be established through an inclusive, collaborative process with the administrative team to form a unified coalition. The essential need for Human-Centered Leadership: Understand that leading an organization involves working with humans, and longevity in leadership requires mastery of the "human side of the work." This episode is a must-listen for anyone responsible for student success and leader development.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
Paul Freeman on Courage, Conversation, and Confident Leadership
2025/11/04
How do we prepare students to become empathic individuals and global citizens in an increasingly complex world?
Dr. Paul Freeman, Superintendent of Guilford Public Schools and Connecticut's Superintendent of the Year, joins An Imperfect Leader: The Superintendents and Leadership Podcast to discuss leading transformational change through confident vulnerability.
Dr. Freeman shares how Guilford's Portrait of a Graduate (POG) model guides instruction across all grade levels: developing students as adaptable learners, responsible collaborators, critical thinkers, effective communicators, empathic individuals, and global citizens.
💡 Highlights from the conversation:
Making Thinking Visible: Moving from compliance to engagement.
The Necessity of Discomfort: Encouraging deep, sometimes uncomfortable, conversations that build critical thinking.
Commitment to Diversity, Equity, and Inclusion: Continuing to build a diverse, inclusive community through professional learning and material audits.
Deliberate Practice: Partnering with Harvard's Ed Ethics team to help educators navigate complex discussions safely.
After Action Review: Reflecting on lessons learned from retiring an offensive mascot and advancing social justice work.
Dr. Freeman embodies confident vulnerability. He embodies the courage to lead with both strength and humility. Tune in for a truly inspiring conversation!
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
From Reflection to Renewal: Dr. John Anzalone and the North Star of Student-Centered Leadership
2025/10/28
In this week's episode, we sit down with Dr. John Anzalone, Superintendent of the Camas School District (WA).
Dr. Anzalone shares his powerful reflections on leadership and what it truly means to lead with humility. Here are 3 lessons on imperfect leadership and courageous strategy we learned from John:
🌟 1. Establish a Clear North Star: Every financial decision should point back to one thing: students. 💬 2. Lead with Courage and Vulnerability 🤝 3. Rebuild Trust from Within: 🎙️ Key Takeaway:
Healthy systems are built on healthy relationships. Reflection, trust, and vulnerability aren't signs of weakness.Tthey're the heart of sustainable leadership.
Listen to the full conversation and let us know your thoughts via LinkedIn.
-------
Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://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
-------
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 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
------
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.
Podcast reviews
Read An Imperfect Leader: The Superintendents and Leadership Podcast podcast reviews
5 out of 5
95 reviews
★★★★★
Khris T. 2025/10/24
Podcast Famous!
It was great to meet you in KC and thank you for the mention! Khris from GB
★★★★★
Muad'Dib-joker 2025/05/20
Good listen for educators
Easy fun listen. Great guests and discussion.
★★★★★
killgirl-c 2024/12/10
Thoughtful, engaging, tactical
Peter has access to inspiring guests, and presents the perfect mix of personal and professional in his storytelling and moderating that allows us to c...
★★★★★
Michele510 2024/07/17
Incentive to be better every day!
Peter and his podcast are an embodiment of true education and what it means to be a lifelong learner. Recognizing that we’re all imperfect, even many ...
★★★★★
Jc Nnz 2024/04/01
The HBR Leadership Podcast for Educational Leaders
Dr. Stiepleman’s expertise and humanity come through in his interview style. He puts guests at ease and bonds with them to provide excellent practical...
★★★★★
ListenerABCDE 2023/10/10
We need more leaders to be vulnerable!
Great concept and interviews - we need more like this!
★★★★★
bobtreeq 2023/09/15
Busy Leaders: If you listen to one podcast, this is the one
Peter’s exceptionally practical insights will be of great value to veteran senior leaders and aspiring leaders as well. His interviews are insightful...
★★★★★
Kit Standridge 2023/06/08
Learning so much
I had the pleasure of hearing Peter speak at a small event in Santa Fe and loved his way of being and what he had to say. I am gleaning so much wisdom...
★★★★★
J.A. Wright 2023/03/28
Invaluable Lessons in Leadership
Peter and his guests share invaluable lessons from their many insights earned over decades of public service. Their conversations remind us that stre...
★★★★★
Z Silvers 2023/03/16
Important lessons for leaders in any industry
Dr. Stiepleman has knocked it out of the park with this podcast (even Citi Field)! While it may be intended for aspiring leaders in education, the les...