An Imperfect Leader: The Superintendents and Leadership Podcast

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.

(VIDEO) Chip Kimball and Three Leadership Lessons on Culture, Deep Thinking, and Knowing When to Hit Reset 09/15/2026

(VIDEO) Chip Kimball and Three Leadership Lessons on Culture, Deep Thinking, and Knowing When to Hit Reset "This was a fail, and I own it." This week, on An Imperfect Leader, shows us what real leadership vulnerability looks like. His insights on international education and systems leadership brought up some themes every leader should reflect on: 1. The Power of the Reset Button: When Chip tried to streamline his team’s global R&D process, the spark was missing. Instead of abandoning a noble goal, he had the vulnerability to admit the approach was a failure, hit pause, and launch "R&D 2.0". 2. Cultural Competence Over Standard Metrics Drawing from years leading major school systems in the U.S. and internationally, Chip noted that the greatest deficit facing American students often isn't math or science scores. It's cultural competence. When talking with university admissions officers, the consensus was clear: colleges aren't looking for kids who simply stack a dozen advanced courses. They are looking for a cross section of "smart and interesting" human beings. 3. Designing Ecosystems for Deep Thinking In an era dominated by AI and social media algorithms, schools must intentionally protect human connection. Leading systemically isn't about avoiding mistakes, it's about creating an ecosystem where teams can safely experiment, reflect, and grow. Give a listen! What’s a time you had to pause a flawed process and hit reset on a noble goal? I'd love to hear your thoughts! ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42888665

(AUDIO) Chip Kimball and Three Leadership Lessons on Culture, Deep Thinking, and Knowing When to Hit Reset 09/15/2026

(AUDIO) Chip Kimball and Three Leadership Lessons on Culture, Deep Thinking, and Knowing When to Hit Reset "This was a fail, and I own it." This week, on An Imperfect Leader, shows us what real leadership vulnerability looks like. His insights on international education and systems leadership brought up some themes every leader should reflect on: 1. The Power of the Reset Button: When Chip tried to streamline his team’s global R&D process, the spark was missing. Instead of abandoning a noble goal, he had the vulnerability to admit the approach was a failure, hit pause, and launch "R&D 2.0". 2. Cultural Competence Over Standard Metrics Drawing from years leading major school systems in the U.S. and internationally, Chip noted that the greatest deficit facing American students often isn't math or science scores. It's cultural competence. When talking with university admissions officers, the consensus was clear: colleges aren't looking for kids who simply stack a dozen advanced courses. They are looking for a cross section of "smart and interesting" human beings. 3. Designing Ecosystems for Deep Thinking In an era dominated by AI and social media algorithms, schools must intentionally protect human connection. Leading systemically isn't about avoiding mistakes, it's about creating an ecosystem where teams can safely experiment, reflect, and grow. Give a listen! What’s a time you had to pause a flawed process and hit reset on a noble goal? I'd love to hear your thoughts! ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42888065

(AUDIO) Jennifer Tickle Talks Values, Visas, and Ethical AI in Siena, Italy 09/08/2026

(AUDIO) Jennifer Tickle Talks Values, Visas, and Ethical AI in Siena, Italy What happens when you ask an 11-year-old student, "Who do you want to be?" instead of "What do you want to be?" 🤔 In this episode of An Imperfect Leader, we sit down with , former Head of School at the International School of Siena, Italy (now the ), for a candid conversation about values, vulnerability, and the complex systems of international school leadership. Here are some themes from our discussion: 1️⃣ Define the "Who" Before the "What" Rather than relying on inherited values, Jen led a collaborative appreciative inquiry process with students, parents, and teachers to discover who they wanted to be. This deep community alignment centered on three core anchors: Respect, Integrity, and Compassion. 2️⃣ The 9-Month Recruitment Reality Check (Systems Thinking) In an honest "After Action Review," Jen shares the raw reality of trying to recruit a highly qualified, non-European physics teacher without fully anticipating the bilateral visa challenges of her host country. 3️⃣ Reframing AI as a "Library Assistant" How do we teach critical thinking when answers are just a click away? In her Grade 7 music class, Jen teaches students to use AI ethically (not to write the work, but to act as a digital "library assistant" guiding them to the right book on the shelf). True leadership isn't about being perfect. It's about having the humility to admit mistakes, learn alongside your community, and lead relationally. 🎧 Tune in to the full episode (And yes, you'll hear about Peter's newfound obsession with padel!). #AnImperfectLeader #InternationalEducation #SchoolLeadership #AISH #Podcasserole #ValuesDrivenLeadership #RestorativePractices #SystemsThinking #GlobalRecruitment #EdTechIntegrity ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- American education is at a crossroads, and the fight for justice cannot wait. and of Teachers College present , a powerful series confronting the rollback of civil rights and student erasure. Featuring global voices, the series offers real strategies to honor every student's history. Watch Season 1 now. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42800855

(VIDEO) Jennifer Tickle: Values, Visas, and Ethical AI in Siena, Italy 09/08/2026

(VIDEO) Jennifer Tickle: Values, Visas, and Ethical AI in Siena, Italy What happens when you ask an 11-year-old student, "Who do you want to be?" instead of "What do you want to be?" 🤔 In this episode of An Imperfect Leader, we sit down with , former Head of School at the International School of Siena, Italy (now the ), for a candid conversation about values, vulnerability, and the complex systems of international school leadership. Here are some themes from our discussion: 1️⃣ Define the "Who" Before the "What" Rather than relying on inherited values, Jen led a collaborative appreciative inquiry process with students, parents, and teachers to discover who they wanted to be. This deep community alignment centered on three core anchors: Respect, Integrity, and Compassion. 2️⃣ The 9-Month Recruitment Reality Check (Systems Thinking) In an honest "After Action Review," Jen shares the reality of trying to recruit a highly qualified, non-European physics teacher without fully anticipating the bilateral visa challenges of her host country. 3️⃣ Reframing AI as a "Library Assistant" How do we teach critical thinking when answers are just a click away? In her Grade 7 music class, Jen teaches students to use AI ethically (not to write the work, but to act as a digital "library assistant" guiding them to the right book on the shelf). True leadership isn't about being perfect. It's about having the humility to admit mistakes, learn alongside your community, and lead relationally. 🎧 Tune in to the full episode (And yes, you'll hear about Peter's newfound obsession with padel!). #AnImperfectLeader #InternationalEducation #SchoolLeadership #AISH #Podcasserole #ValuesDrivenLeadership #RestorativePractices #SystemsThinking #GlobalRecruitment #EdTechIntegrity ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- American education is at a crossroads, and the fight for justice cannot wait. and of Teachers College present , a powerful series confronting the rollback of civil rights and student erasure. Featuring global voices, the series offers real strategies to honor every student's history. Watch Season 1 now. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42800930

(AUDIO) Beyond the Report Card: Reclaiming School Greatness with Vikas Pota 09/01/2026

(AUDIO) Beyond the Report Card: Reclaiming School Greatness with Vikas Pota As we wrap up our summer encore series and gear up to launch Season 5 of An Imperfect Leader, we are closing out the sunny season with an absolute powerhouse of a conversation! ☀️🎙️ In our final summer encore episode, I sat down with , founder of T4 Education and creator of the . If you are a superintendent, head of school, or district leader, this episode is your ultimate reminder of why your school has every reason to be celebrated on a global stage. Here are three game-changing themes we deconstruct in this episode: 1️⃣ What Makes a School The Best in the World? Vikas shares that while exceptional leadership accounts for 90% of a school's success, the crucial remaining 10% comes down to a deep, embedded organizational culture. The world's top-performing schools excel because they commit to five research-backed, evidence-based strategies: community collaboration, environmental action, innovation, healthy living, and building the resilience to overcome adversity. 2️⃣ The Perception Gap: How We See Ourselves vs. How Others See Us: As leaders, we often operate with an internal image of our own strengths, but does it align with how the world actually experiences us? Vikas shares a brilliant, reflective exercise and the results might stagger you, revealing your true superpowers through the eyes of others. 3️⃣ Reclaiming the Narrative on Education: When we celebrate school communities globally, we build a reinforcing loop that elevates teacher status, mobilizes local communities, and inspires policy-level changes. As we look forward to Season 5, let this episode serve as a reminder of our shared mission. In the words of Global Teacher Prize winner Maggie McDonnell: "When education wins, we all win." #ImperfectLeader #SchoolCulture #WorldsBestSchoolPrize #EducationLeadership #AppreciativeInquiry #SystemsThinking #TeacherStatus #Podcasserole ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- American education is at a crossroads, and the fight for justice cannot wait. and of Teachers College present , a powerful series confronting the rollback of civil rights and student erasure. Featuring global voices, the series offers real strategies to honor every student's history. Watch Season 1 now. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42611565

(VIDEO) Beyond the Report Card: Reclaiming School Greatness with Vikas Pota 09/01/2026

(VIDEO) Beyond the Report Card: Reclaiming School Greatness with Vikas Pota As we wrap up our summer encore series and gear up to launch Season 5 of An Imperfect Leader, we are closing out the sunny season with an absolute powerhouse of a conversation! ☀️🎙️ In our final summer encore episode, I sat down with , founder of T4 Education and creator of the . If you are a superintendent, head of school, or district leader, this episode is your ultimate reminder of why your school has every reason to be celebrated on a global stage. Here are three game-changing themes we deconstruct in this episode: 1️⃣ What Makes a School The Best in the World? Vikas shares that while exceptional leadership accounts for 90% of a school's success, the crucial remaining 10% comes down to a deep, embedded organizational culture. The world's top-performing schools excel because they commit to five research-backed, evidence-based strategies: community collaboration, environmental action, innovation, healthy living, and building the resilience to overcome adversity. 2️⃣ The Perception Gap: How We See Ourselves vs. How Others See Us: As leaders, we often operate with an internal image of our own strengths, but does it align with how the world actually experiences us? Vikas shares a brilliant, reflective exercise and the results might stagger you, revealing your true superpowers through the eyes of others. 3️⃣ Reclaiming the Narrative on Education: When we celebrate school communities globally, we build a reinforcing loop that elevates teacher status, mobilizes local communities, and inspires policy-level changes. As we look forward to Season 5, let this episode serve as a reminder of our shared mission. In the words of Global Teacher Prize winner Maggie McDonnell: "When education wins, we all win." #ImperfectLeader #SchoolCulture #WorldsBestSchoolPrize #EducationLeadership #AppreciativeInquiry #SystemsThinking #TeacherStatus ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- American education is at a crossroads, and the fight for justice cannot wait. and of Teachers College present , a powerful series confronting the rollback of civil rights and student erasure. Featuring global voices, the series offers real strategies to honor every student's history. Watch Season 1 now. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42612310

Dr. Christina Kishimoto and the Radical Power of Relationship Capital 08/25/2026

Dr. Christina Kishimoto and the Radical Power of Relationship Capital 🚨 How do you lead when the answer is "zero"? 🚨 In our latest encore episode of An Imperfect Leader, we sit down with the incredible Dr. Christina Kishimoto (Founder and CEO of and former superintendent in Hartford, Gilbert, and Hawaii) to talk about the radical power of relationship capital, the messy reality of school leadership, and what it truly means to lead with intention. During the conversation, Dr. Kishimoto shared a powerful story from the start of the 2020 pandemic. When her district needed $100 million for student devices to support online learning across seven islands, the state legislature unexpectedly funded her request at ZERO dollars. Instead of accepting defeat, she quickly pivoted. She called on her deep relationship capital by leveraging trusted partnerships in the private sector, nonprofits, the military, and Hawaiian Airlines to secure laptops, hotspots, and food for vulnerable families. Here are some of our favorite takeaways from this episode: 💡 Relationship Capital isn't for politics; it’s for safety: True networks are built so leaders can check in, keep each other safe, and ensure no one is leading in isolation. 💡 Imperfect is where the magic happens: Leadership is naturally messy, and that's exactly where innovation, diverse perspectives, and collective problem-solving are born. 💡 Empowering diverse voices: Why women, particularly women of color, need dedicated networks of support to navigate unique, racialized, and gendered leadership contexts. 💡 Staying curious: How curiosity about people makes them feel seen and strengthens organizational trust. 🎧 Tune in to hear the full conversation here or search for An Imperfect Leader: The Superintendents and Leadership Podcast on your favorite podcast platform. 👉 Want to connect with Dr. Kishimoto's work? Visit voice4equity.com ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- American education is at a crossroads, and the fight for justice cannot wait. and of Teachers College present , a powerful series confronting the rollback of civil rights and student erasure. Featuring global voices, the series offers real strategies to honor every student's history. Watch Season 1 now. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42529800

Back by Popular Demand: Casey Hallgarth and Why Relationships (Not Titles) Are the True Key to System Leadership This week on An Imperfect Leader, we’re heading back into the archives to bring you a conversation that remains incredibly relevant today. My guest, Dr. Casey Hallgarth, Superintendent of Baker School District, shared timeless wisdom on leading with heart and integrity. Here is why this encore episode is a must-listen: 🤝 Relationships are the Foundation: Successful leadership isn't about the title. It's about authentic connections with staff, your board, and the community. 👂 The Power of Real Listening: To create a shared image of success, you have to convene groups and "really listen to what they're saying." 👣 Walking the Talk: Leading by example is the only way to foster true trust. Your actions must align with your words. 🧒 The Ultimate Filter: Casey uses one powerful question for every decision: "Will it help the kids?" It’s a simple but vital reminder of why we do this work. Casey’s roadmap for a thriving school environment is just as impactful now as it was then. #EducationLeadership #Podcasserole #AnImperfectLeader #SchoolImprovement ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- American education is at a crossroads, and the fight for justice cannot wait. and of Teachers College present , a powerful series confronting the rollback of civil rights and student erasure. Featuring global voices, the series offers real strategies to honor every student's history. Watch Season 1 now. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42453135

(AUDIO) Building a Cathedral to Possibility: How Winchester and Jason Van Heukelum are Beyond the Four Walls of a Classroom 08/11/2026

(AUDIO) Building a Cathedral to Possibility: How Winchester and Jason Van Heukelum are Beyond the Four Walls of a Classroom Are we preparing students for a four-year degree that only 20% will actually complete, or are we preparing them for life? In this special encore episode of An Imperfect Leader, we are revisiting a powerful conversation with , Superintendent of Winchester Public Schools in Virginia. This is an episode every school leader needs to hear, especially if you’ve ever felt that the current "testing regime" is sucking the joy out of your classrooms. Why should you care? Because Jason is doing something truly bold. He didn't just build a new CTE wing; he created the Emil and Grace Shahadah Innovation Center, which he calls a "cathedral to possibility". Key takeaways: Universal Career Exploration: In Winchester, career and technical education isn't "the track for those other kids." Every single student is required to participate. It’s about breaking down social barriers and ensuring all students learn together. The "Elevate 2030" Vision: Jason gets vulnerable about the pressure to "double down" on test scores post-COVID. He shares how he’s dusting off the rubrics for skills and dispositions to refocus on student agency and deeper learning. CTE Elevated: Why moving programs out of the basement and into state-of-the-art facilities changes the narrative for students and the community. If you are looking for a path forward that balances accountability with the human need for creativity and curiosity, Jason’s story is your blueprint. #EducationLeadership #CTE #StudentAgency #InnovationInEducation #Podcasserole #AnImperfectLeader #SchoolImprovement #ThePoliticsOfPossibility ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- American education is at a crossroads, and the fight for justice cannot wait. and of Teachers College present , a powerful series confronting the rollback of civil rights and student erasure. Featuring global voices, the series offers real strategies to honor every student's history. Watch Season 1 now. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42365065

(VIDEO) Curing the Testing Obsession: Winchester and Jason Van Heukelum are Reclaiming Joy and Agency in the Modern Classroom 08/11/2026

(VIDEO) Curing the Testing Obsession: Winchester and Jason Van Heukelum are Reclaiming Joy and Agency in the Modern Classroom Are we preparing students for a four-year degree that only 20% will actually complete, or are we preparing them for life? In this special encore episode of An Imperfect Leader, we are revisiting a powerful conversation with , Superintendent of Winchester Public Schools in Virginia. This is an episode every school leader needs to hear, especially if you’ve ever felt that the current "testing regime" is sucking the joy out of your classrooms. Why should you care? Because Jason is doing something truly bold. He didn't just build a new CTE wing; he created the Emil and Grace Shahadah Innovation Center, which he calls a "cathedral to possibility". Key takeaways: Universal Career Exploration: In Winchester, career and technical education isn't "the track for those other kids." Every single student is required to participate. It’s about breaking down social barriers and ensuring all students learn together. The "Elevate 2030" Vision: Jason gets vulnerable about the pressure to "double down" on test scores post-COVID. He shares how he’s dusting off the rubrics for skills and dispositions to refocus on student agency and deeper learning. CTE Elevated: Why moving programs out of the basement and into state-of-the-art facilities changes the narrative for students and the community. If you are looking for a path forward that balances accountability with the human need for creativity and curiosity, Jason’s story is your blueprint. #EducationLeadership #CTE #StudentAgency #InnovationInEducation #Podcasserole #AnImperfectLeader #SchoolImprovement #ThePoliticsOfPossibility ----- Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- American education is at a crossroads, and the fight for justice cannot wait. and of Teachers College present , a powerful series confronting the rollback of civil rights and student erasure. Featuring global voices, the series offers real strategies to honor every student's history. Watch Season 1 now. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42365150

(VIDEO) Leading with Curiosity with Max Silverman: The Power of Noticing and Wondering 08/04/2026

(VIDEO) Leading with Curiosity with Max Silverman: The Power of Noticing and Wondering We are heading back into the archives for a very special encore episode of An Imperfect Leader! When I first spoke with , the Executive Director of the , our audience was much smaller. His insights on how we lead schools and support principals are more relevant today than ever. Max (now in an emeritus/advisor role at CEL) is one of those leaders who combines deep expertise with incredible humility. In this episode, we dive into: The Power of Simple Tools: Max shares a mantra that has stuck with me: "Simple tools lead to complex thinking, and complex tools lead to simple thinking." The Anatomy of Instruction: True leadership expertise can only be developed "in the presence of students." We talk about moving beyond spreadsheets to develop "habits of thinking"—noticing, wondering, and hypothesizing about what is actually causing learning. The After Action Review: Max gets vulnerable about a major decision to convert a comprehensive high school into three small schools. Moving at the Speed of Trust: Vital advice for any leader on the importance of "seeing the unseen" and prioritizing relationships over ego. Whether you are a head of school, a superintendent, a principal, or a teacher leader, Max’s perspective on humanizing the work is a must-listen. Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42213635

(AUDIO) Leading with Curiosity with Max Silverman: The Power of Noticing and Wondering 08/04/2026

(AUDIO) Leading with Curiosity with Max Silverman: The Power of Noticing and Wondering We are heading back into the archives for a very special encore episode of An Imperfect Leader! When I first spoke with , the Executive Director of the , our audience was much smaller. His insights on how we lead schools and support principals are more relevant today than ever. Max (now in an emeritus/advisor role at CEL) is one of those leaders who combines deep expertise with incredible humility. In this episode, we dive into: The Power of Simple Tools: Max shares a mantra that has stuck with me: "Simple tools lead to complex thinking, and complex tools lead to simple thinking." The Anatomy of Instruction: True leadership expertise can only be developed "in the presence of students." We talk about moving beyond spreadsheets to develop "habits of thinking"—noticing, wondering, and hypothesizing about what is actually causing learning. The After Action Review: Max gets vulnerable about a major decision to convert a comprehensive high school into three small schools. Moving at the Speed of Trust: Vital advice for any leader on the importance of "seeing the unseen" and prioritizing relationships over ego. Whether you are a head of school, a superintendent, a principal, or a teacher leader, Max’s perspective on humanizing the work is a must-listen. Follow Host Peter Stiepleman on: LinkedIn: Website: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42213580

Why Humanizing the Superintendency Matters More Than Ever with Dr. Rachel White (Encore Episode) 07/28/2026

Why Humanizing the Superintendency Matters More Than Ever with Dr. Rachel White (Encore Episode) 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 episode, we explore: Mirrors and Windows: How leadership serves as a "mirror" for students to see their potential and a "window" for the community to understand diverse lived experiences. The Hall of Mirrors: A candid look at how school boards sometimes hire based on fit, which can inadvertently reinforce the status quo. Leading with Curiosity: Moving away from hierarchy and toward a coaching stance that ripples through an entire system. Legislative Storytelling: Why superintendents need to be proactive partners with state legislators—not just the "no" people who call when they're angry. Dr. White reminds us that every data point is a human being with a family, a story, and a why. If you’re looking for a way to lead that centers on empathy and research-driven insight, you won’t want to miss this. ------- Follow Host Peter Stiepleman on: LinkedIn: Website: Instagram: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42159410

(AUDIO) Leading without Flinching with Nyah Hamlett (Encore Episode) 07/21/2026

(AUDIO) Leading without Flinching with Nyah Hamlett (Encore Episode) 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 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. #DontFlinch #CourageOverConvenience #AuthenticLeadership #VulnerabilityInLeadership #EducationalLeadership #Superintendents #PublicEducation #EdLeadership #EquityInEducation #StudentVoice #RestorativePractices #SystemsThinking #EquityAndEmpathy #ImperfectLeader #PodcastRoleNetwork #LeadLearner #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: Instagram: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42171470

Hallmark, Not Lifetime: Dr. Stephen Pruitt on Loving the Profession Again (Encore Episode) 07/21/2026

Hallmark, Not Lifetime: Dr. Stephen Pruitt on Loving the Profession Again (Encore Episode) 📢 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 contract between the State Department of Education and teachers. It's about shared agreement and collaboration, not top-down mandates. 🧠 Harvesting Wisdom: The development of the Next Generation Science Standards (NGSS) was a masterclass in inclusive design: 26 lead states, 40 writers, and countless public reviews to make sure every voice was heard. 🤔 Unintended Consequences: As Kentucky's Commissioner of Education, Dr. Pruitt created an "Unintended Consequences Committee" to catch potential negative outcomes before they happened. Genius. ⚛️ Systems Thinking: Drawing on his background as a chemist, he emphasized viewing education (and the workforce pipeline) as one interconnected system. Real change requires addressing every part of it. 💔 The Three Phases of Crisis: From navigating a school shooting, Dr. Pruitt identified three critical phases: prevention, management, and recovery. The recovery phase (especially social, emotional, and mental health support) is too often overlooked. 🚧 Removing Barriers: After the tragedy at Marshall County High School, his focus was removing barriers to recovery: excusing students from state tests, prioritizing community needs, and asking the essential question: "Are you removing barriers to recovery, or are you creating more?" 📚 We also discussed the SREB Journal of Education Practices and Trends, a resource built to bridge research and practice. Find it by searching "journal" at sreb.org. 🌟 The biggest takeaway? True leadership means embracing imperfection, staying a lifelong learner, and empowering others. As Dr. Pruitt put it: "We need to treat education and our profession more like a Hallmark movie and less like a Lifetime movie." Let's choose to love this profession. ❤️ #Education #EducationLeadership #K12Education #SchoolLeadership #EdChat #NGSS #StandardsBasedEducation #CrisisManagement #SystemsThinking #TeacherLeadership #SREB #EducationPolicy #SchoolSafety #ResilientLeadership #LifelongLearning #EducationPodcast #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: Instagram: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/42028160

(VIDEO) When Kids Ran the Nation: Jennifer Light Offers Lessons in Democracy from Junior Republics 07/14/2026

(VIDEO) When Kids Ran the Nation: Jennifer Light Offers Lessons in Democracy from Junior Republics 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 debate major issues like women's suffrage (often reaching progressive conclusions long before adults did). This "radical student agency" reminds us that when we trust young people with real-world responsibility, they are capable of extraordinary things. 🏃‍♂️ The MIT Project on Embodied Education: We also took a deep dive into how movement and physical activity can be integrated into academic instruction to enhance learning, creativity, and executive function. Dr. Light shared how her team at MIT is designing "games" to teach complex subjects like Algebra. Sometimes, the best ideas for the future are waiting for us in the past. #EducationInnovation #StudentAgency #EmbodiedLearning #Leadership #JuniorRepublics #GettingSmart #MIT #AnImperfectLeader #EducationHistory #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: Instagram: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41738615

(VIDEO) Leading Without Flinching with Dr. Nyah Hamlett 07/07/2026

(VIDEO) Leading Without Flinching with Dr. Nyah Hamlett 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 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. #DontFlinch #CourageOverConvenience #AuthenticLeadership #VulnerabilityInLeadership #EducationalLeadership #Superintendents #PublicEducation #EdLeadership #EquityInEducation #StudentVoice #RestorativePractices #SystemsThinking #EquityAndEmpathy #ImperfectLeader #PodcastRoleNetwork #LeadLearner #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: Instagram: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41736160

(VIDEO) Laser Focus: James Lane and Cutting Through Initiative Fatigue to Save the Learning Moment 06/30/2026

(VIDEO) Laser Focus: James Lane and Cutting Through Initiative Fatigue to Save the Learning Moment 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 believes the best leaders are simply "the best at getting better." Three takeaways you won't want to miss: Innovation = Newer AND Better: James challenges the educational platitude of being innovative. He notes, "We tend to get caught up in what's newer and forget to actually make sure it's better." If it’s not improving outcomes for kids, it’s just a "new shiny thing" contributing to initiative fatigue. The Voice for Students Guardrail: Whether in a principal's office or the US Department of Ed, James’s North Star was being a voice for students. Humility as a Team Sport: No leader is perfect, and James embraces that. His advice? Surround yourself with people who fulfill your imperfections so you can be as close to perfect as a team as possible. If you are a leader struggling with "initiative fatigue" or trying to navigate a career transition with grace, this conversation is for you. #EducationLeadership #SuptChat #EdChat #RuralEducation #K12 #Innovation #LeadingWithLaserFocus #AnImperfectLeader #PublicEducation ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41707475

Laser Focus: James Lane and Cutting Through Initiative Fatigue to Save the Learning Moment 06/30/2026

Laser Focus: James Lane and Cutting Through Initiative Fatigue to Save the Learning Moment 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 believes the best leaders are simply "the best at getting better." Three takeaways you won't want to miss: Innovation = Newer AND Better: James challenges the educational platitude of being innovative. He notes, "We tend to get caught up in what's newer and forget to actually make sure it's better." If it’s not improving outcomes for kids, it’s just a "new shiny thing" contributing to initiative fatigue. The Voice for Students Guardrail: Whether in a principal's office or the US Department of Ed, James’s North Star was being a voice for students. Humility as a Team Sport: No leader is perfect, and James embraces that. His advice? Surround yourself with people who fulfill your imperfections so you can be as close to perfect as a team as possible. If you are a leader struggling with "initiative fatigue" or trying to navigate a career transition with grace, this conversation is for you. #EducationLeadership #SuptChat #EdChat #RuralEducation #K12 #Innovation #LeadingWithLaserFocus #AnImperfectLeader #PublicEducation ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41707270

Beyond the Three-Year Myth: The Truth About the Superintendency 06/23/2026

Beyond the Three-Year Myth: The Truth About the Superintendency 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 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. 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! 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 ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41707495

(VIDEO) Beyond the Three-Year Myth: Anne LoBue and Chris Tienken Share the Truth About the Superintendency 06/23/2026

(VIDEO) Beyond the Three-Year Myth: Anne LoBue and Chris Tienken Share the Truth About the Superintendency 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 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. 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! 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 #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41707725

The Monopoly is Over: Brian Stephens and Why Public Schools Must Compete or Risk Becoming Dinosaurs 06/16/2026

The Monopoly is Over: Brian Stephens and Why Public Schools Must Compete or Risk Becoming Dinosaurs 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: Brian argues that leaders must stop acting like they are the only game in town. He notes, "The monopoly's over with." To thrive, schools must treat families like customers and understand that competition from charters, private schools, and unschooling is the new reality. Leading with Emotion to Change the Narrative: While educators love data, Brian points out that data alone doesn't move people. To recruit families back, you have to win their hearts first. He explains, "We're not led with facts and data. We're led with emotion, and we use facts to support those decisions." Successful districts find their stories and use them to build an emotional connection with the community. The Difference Between Being "Nice" and Being "Kind": In a powerful leadership lesson, Brian deconstructs a mistake he made early in his career: going along to get along. He realized that true support means telling the truth, even when it’s uncomfortable. He advocates for clear-is-kind leadership: giving authentic feedback that actually helps a district improve rather than just making people feel good. Public schools are doing incredible work, but as Brian reminds us, "they didn't understand how great they were." It's time to stop being the best-kept secret and start advocating for the programs we offer every day. #PublicEducation #SchoolLeadership #EnrollmentMarketing #AnImperfectLeader #EducationReform #SuptChat #EdChat #ReclaimTheNarrative #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41594000

(VIDEO) The Monopoly is Over: Brian Stephens and Why Public Schools Must Compete or Risk Becoming Dinosaurs 06/16/2026

(VIDEO) The Monopoly is Over: Brian Stephens and Why Public Schools Must Compete or Risk Becoming Dinosaurs 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: Brian argues that leaders must stop acting like they are the only game in town. He notes, "The monopoly's over with." To thrive, schools must treat families like customers and understand that competition from charters, private schools, and unschooling is the new reality. Leading with Emotion to Change the Narrative: While educators love data, Brian points out that data alone doesn't move people. To recruit families back, you have to win their hearts first. He explains, "We're not led with facts and data. We're led with emotion, and we use facts to support those decisions." Successful districts find their stories and use them to build an emotional connection with the community. The Difference Between Being "Nice" and Being "Kind": In a powerful leadership lesson, Brian deconstructs a mistake he made early in his career: going along to get along. He realized that true support means telling the truth, even when it’s uncomfortable. He advocates for clear-is-kind leadership: giving authentic feedback that actually helps a district improve rather than just making people feel good. Public schools are doing incredible work, but as Brian reminds us, "they didn't understand how great they were." It's time to stop being the best-kept secret and start advocating for the programs we offer every day. #PublicEducation #SchoolLeadership #EnrollmentMarketing #AnImperfectLeader #EducationReform #SuptChat #EdChat #ReclaimTheNarrative #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41594600

(VIDEO) Zaretta Hammond on Reclaiming Cognitive Justice and the Power of the "First Pancake" 06/09/2026

(VIDEO) Zaretta Hammond on Reclaiming Cognitive Justice and the Power of the "First Pancake" Are we settling for "belonging" in our schools while leaving student brainpower underdeveloped? I recently had a deep, transformative conversation with , author of . We moved past the surface-level "equity talk" to discuss what it really takes to move a student from a dependent learner to a cognitively independent one. Zaretta’s insights on cognitive justice and intelligent failure are essential. Here are 3 themes from our talk that will matter to leaders: Cognitive Justice is the True Moral Imperative: Equity isn't just about celebrating flags or hosting potlucks. Zaretta challenges us to look deeper. True justice means ensuring every student has the "cognitive resources" to accelerate their own learning. Embrace the "First Pancake": Learning requires a safe space for "intelligent failure." Zaretta uses a brilliant metaphor for new initiatives: when making pancakes, that first one is not quite right. As leaders, we have to use that information to "adjust the batter" rather than abandoning the work when it gets messy. The Discipline of Assessing Current Reality: Don't assume your systems (like PLCs) are functioning just because people nod their heads. Zaretta shared a powerful lesson on "due diligence" after realizing a school she was coaching called every meeting a PLC, but lacked true team continuity. If you’re ready to stop "plugging and playing" strategies and start building real teacher capacity, this episode is a must-listen. #CognitiveJustice #ZarettaHammond #InstructionalEquity #AnImperfectLeader #ScienceOfLearning #EducationLeadership #SuptChat #EdChat #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41564025

Zaretta Hammond on Reclaiming Cognitive Justice and the Power of the "First Pancake" 06/09/2026

Zaretta Hammond on Reclaiming Cognitive Justice and the Power of the "First Pancake" Are we settling for "belonging" in our schools while leaving student brainpower underdeveloped? I recently had a deep, transformative conversation with , author of . We moved past the surface-level "equity talk" to discuss what it really takes to move a student from a dependent learner to a cognitively independent one. Zaretta’s insights on cognitive justice and intelligent failure are essential. Here are 3 themes from our talk that will matter to leaders: Cognitive Justice is the True Moral Imperative: Equity isn't just about celebrating flags or hosting potlucks. Zaretta challenges us to look deeper. True justice means ensuring every student has the "cognitive resources" to accelerate their own learning. Embrace the "First Pancake": Learning requires a safe space for "intelligent failure." Zaretta uses a brilliant metaphor for new initiatives: when making pancakes, that first one is not quite right. As leaders, we have to use that information to "adjust the batter" rather than abandoning the work when it gets messy. The Discipline of Assessing Current Reality: Don't assume your systems (like PLCs) are functioning just because people nod their heads. Zaretta shared a powerful lesson on "due diligence" after realizing a school she was coaching called every meeting a PLC, but lacked true team continuity. If you’re ready to stop "plugging and playing" strategies and start building real teacher capacity, this episode is a must-listen. #CognitiveJustice #ZarettaHammond #InstructionalEquity #AnImperfectLeader #ScienceOfLearning #EducationLeadership #SuptChat #EdChat #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41559215

Dr. Melissa Sadorf and Why Rural Schools are the Soul of Their Communities 06/02/2026

Dr. Melissa Sadorf and Why Rural Schools are the Soul of Their Communities What does it actually mean to be a "resilient" leader? Is it just about weathering the storm, or is it about what you build while the storm is still raging? I recently had a conversation with , Executive Director of the National Rural Education Association and author of . Melissa has spent over 30 years as a teacher, principal, and superintendent, and she deeply understands the unique, multiplex relationships that define rural education. Whether you lead a small rural district or a large urban system, Melissa’s insights on leading through loss and building authentic credibility are universal. Here are 3 themes from our talk that you should pay attention to: The "Multi-Hat" Generalist: In rural districts, the organizational chart is flat. A superintendent might also be the principal, the HR director, and even the backup bus driver. This makes them high-level generalists with a real understanding of how every part of a school system actually works. The School as a Community Anchor: A rural school is often the largest employer and the primary gathering space in a town. Melissa reminds us that school closures aren't just administrative decision. They are the potential "erasure of a community's identity." Vulnerability as the Currency of Credibility: Melissa argues that imperfection isn’t a liability; it’s a strength. Being transparent about mistakes and uncertainty is what builds the deepest trust with your staff and board. As Melissa beautifully put it: "Resilience isn't because there's an absence of loss. It's really... what you build in the presence of loss." Listen to the full episode of An Imperfect Leader here! #RuralEducation #LeadershipResilience #AnImperfectLeader #SchoolBoard #SuptChat #EdChat #NREA #RuralSchools ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41483830

(VIDEO) Dr. Melissa Sadorf and Why Rural Schools are the Soul of Their Communities 06/02/2026

(VIDEO) Dr. Melissa Sadorf and Why Rural Schools are the Soul of Their Communities What does it actually mean to be a resilient leader? Is it just about weathering the storm, or is it about what you build while the storm is still raging? I recently had a conversation with , Executive Director of the National Rural Education Association and author of . Melissa has spent over 30 years as a teacher, principal, and superintendent, and she deeply understands the unique, multiplex relationships that define rural education. Whether you lead a small rural district or a large urban system, Melissa’s insights on leading through loss and building authentic credibility are universal. Here are 3 themes from our talk that you should pay attention to: The "Multi-Hat" Generalist: In rural districts, the organizational chart is flat. A superintendent might also be the principal, the HR director, and even the backup bus driver. This makes them high-level generalists with a real understanding of how every part of a school system actually works. The School as a Community Anchor: A rural school is often the largest employer and the primary gathering space in a town. Melissa reminds us that school closures aren't just administrative decision. They are the potential "erasure of a community's identity." Vulnerability as the Currency of Credibility: Melissa argues that imperfection isn’t a liability; it’s a strength. Being transparent about mistakes and uncertainty is what builds the deepest trust with your staff and board. As Melissa beautifully put it: "Resilience isn't because there's an absence of loss. It's really... what you build in the presence of loss." Listen to the full episode of An Imperfect Leader here! #RuralEducation #LeadershipResilience #AnImperfectLeader #SchoolBoard #SuptChat #EdChat #NREA #RuralSchools ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41485200

(VIDEO) Heidi Sipe: Leading with Clarity and Compassion 05/26/2026

(VIDEO) Heidi Sipe: Leading with Clarity and Compassion What does it mean to be a nationally recognized rural leader while navigating the messy, imperfect realities of the superintendency? In the latest episode of An Imperfect Leader, I sit down with , Superintendent of Umatilla School District, to discuss how she has led her district for 19 years through innovation and intense challenge. Here are a few topics from our conversation that every education leader should hear: Empowering Teacher Agency with Structured Systems: Heidi shares how her district uses a color-coded intervention system (Green, Orange, Red) that authorizes teachers to make immediate decisions for students without waiting for administrative approval. It’s a masterclass in building shared leadership that prioritizes child needs over bureaucracy. Solving Chronic Absenteeism through Radical Partnerships: When healthcare access became a barrier to attendance, Umatilla didn't just track data, they partnered with a local physician to provide well-child checks and treatment for minor illnesses directly through the school. It’s a powerful example of looking outside the system to solve internal challenges. Leading with Transparency During a Crisis: Heidi reflects on her Grim Reaper nickname earned during the recession when she had to cut $1.9 million from a $13 million budget. She discusses the painful but right decision to deliver news of potential layoffs in person, looking every impacted staff member in the eye rather than sending a letter. Heidi’s story is a reminder that while the work is impossibly difficult, leading with a human heart and a clear system makes all the difference. #SchoolLeadership #RuralEducation #SystemsThinking #AnImperfectLeader #TeacherAgency #SuperintendentLife #EducationInnovation #NREA #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41395770

Heidi Sipe: Leading with Clarity and Compassion 05/26/2026

Heidi Sipe: Leading with Clarity and Compassion What does it mean to be a nationally recognized rural leader while navigating the messy, imperfect realities of the superintendency? In the latest episode of An Imperfect Leader, I sit down with , Superintendent of Umatilla School District, to discuss how she has led her district for 19 years through innovation and intense challenge. Here are a few topics from our conversation that every education leader should hear: Empowering Teacher Agency with Structured Systems: Heidi shares how her district uses a color-coded intervention system (Green, Orange, Red) that authorizes teachers to make immediate decisions for students without waiting for administrative approval. It’s a masterclass in building shared leadership that prioritizes child needs over bureaucracy. Solving Chronic Absenteeism through Radical Partnerships: When healthcare access became a barrier to attendance, Umatilla didn't just track data, they partnered with a local physician to provide well-child checks and treatment for minor illnesses directly through the school. It’s a powerful example of looking outside the system to solve internal challenges. Leading with Transparency During a Crisis: Heidi reflects on her Grim Reaper nickname earned during the recession when she had to cut $1.9 million from a $13 million budget. She discusses the painful but right decision to deliver news of potential layoffs in person, looking every impacted staff member in the eye rather than sending a letter. Heidi’s story is a reminder that while the work is impossibly difficult, leading with a human heart and a clear system makes all the difference. #SchoolLeadership #RuralEducation #SystemsThinking #AnImperfectLeader #TeacherAgency #SuperintendentLife #EducationInnovation #NREA #Podcasserole ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41385385

Moving from Command-and-Control to Shared Stewardship: Jesse Boise and 25 Years of Coherence at Hillsdale High 05/19/2026

Moving from Command-and-Control to Shared Stewardship: Jesse Boise and 25 Years of Coherence at Hillsdale High How do you keep a school transformation alive for 25 years when most initiatives fizzle out after three? Jamie Almanzán recently sat down with , Assistant Principal at Hillsdale High School, to talk about the staying power of and what it truly means to lead with humility. Hillsdale is a "living artifact" of what happens when a school commits to a collective vision rather than a collection of individual classrooms. Whether you are a superintendent or a site leader, Jesse’s insights on coherence are a game-changer. Here are some themes from his conversation that you won’t want to miss: The Power of Looping and "Kid Talk": At Hillsdale, students stay with the same cohort of 112 students and four core teachers for two years. This "looping" allows for deeper relationships and more flexible interventions. They even have a weekly ritual called "Kid Talk," where teachers, counselors, and specialists sit down to discuss every single student’s needs and successes. Leading by a Constitution: Hillsdale isn't run by command and control. Instead, they are guided by a . As Jesse notes, this means leaders must be "stewards" of the school’s values rather than individual actors. It’s about being "greater than the sum of [your] parts". The Strength of the Imperfect Leader: Jesse shared a powerful story about a time he fell short by letting his own biases drive a committee meeting. He and Jamie discussed how humble leadership (admitting mistakes publicly and acting as a tool for staff support) is actually the strongest form of leadership. If you’re looking for a roadmap on how to align your school’s structures with your deepest values, this episode is a must-listen. Listen to the full episode of An Imperfect Leader: The Superintendents and Leadership Podcast here! #EducationLeadership #SmallLearningCommunities #AnImperfectLeader #SchoolCulture #TeacherRetention #EdChat #SuptChat #Podcasserole #Imperfect Leader ------- Follow Host Peter Stiepleman on: LinkedIn: Website: YouTube (video of conversation): Instagram: Tiktok: Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: ------- An Imperfect Leader is sponsored by . 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 ------- An Imperfect Leader is sponsored by . 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 to learn more. ------ , 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 ! 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 . ------ 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: Thinking Tools Studio: ------ 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 . Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly. /episode/index/show/40a5ca8f-5267-4f89-b3e5-b69bd3fcd7ab/id/41234915

An Imperfect Leader: The Superintendents and Leadership Podcast

TOPICS