An Imperfect Leader: The Superintendents and Leadership Podcast

Peter Stiepleman
  • 5.0 (97)
  • Education
  • Updated Weekly

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.

  1. 1d ago

    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 Voice 4Equity 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: https://www.linkedin.com/in/peter-stiepleman-76004819a/ Website: https://imperfectleader.com/ Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: https://www.apccollab.com -------  An Imperfect Leader is sponsored by IXL. Boost learning with a platform proven to deliver results. IXL gives educators a complete K–12 curriculum and personalized learning plans that adapt to every student. Trusted by over 1 million teachers and 96 of the top 100 school districts, IXL helps schools outperform on state tests, and helps teachers focus on what matters most. IXL: Powerful data. Personalized learning. Real progress.  Discover what IXL can do for your school at IXL.com/imperfect ------- American education is at a crossroads, and the fight for justice cannot wait. Ezekiel Dixon-Roman and Sonya Douglass of Teachers College present The Politics of Possibility, 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. ------    The Mosaic Project, one of our favorite organizations, has over 25 years of experience empowering students to celebrate differences, communicate assertively, and resolve conflicts peacefully at their outdoor school. Their innovative SEL curriculum is now available to An Imperfect Leader listeners at a 10% discount through their new documentary film-based Mosaic Classroom Project!  The Project's ready-to-use lesson plans include film, original music, "gametivities", and real conversations.  We're proud to partner with The Mosaic Project in helping educators build inclusive, peaceful learning communities! Just mention An Imperfect Leader during the onboarding  process to receive the 10% discount.    Learn more about The Mosaic Classroom Project. ------ Think differently. Think in systems.  Reach out to The Waters Center for Systems Thinking to learn more about how systems thinking capacity building can strengthen your team and organization.  Homepage: www.waterscenterst.org Thinking Tools Studio: https://thinkingtoolsstudio.waterscenterst.org ------ An Imperfect Leader: Leadership in (After) Action is supported by ILAA, LLC, a firm dedicated to supporting aspiring, new, and established leaders. For more information, please find them at imperfectleader.com. Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly.

  2. 1d ago ·  Bonus

    You Might Also Like: On Purpose with Jay Shetty

    Introducing Alison Wood Brooks: The Science Behind Great Conversations from On Purpose with Jay Shetty. Follow the show: On Purpose with Jay Shetty Jay sits down with Harvard Business School professor Alison Wood Brooks, author of Talk: The Science of Conversation and the Art of Being Ourselves, to explore what makes great conversations actually work and where most of us get it wrong. Together, they unpack how to choose better topics, embrace the messiness of real dialogue, master the three stages of listening, and give compliments that genuinely connect. Alison also reveals why admitting uncertainty builds more trust than having all the answers, and shares practical conversation games you can start using right away. With Love and Gratitude, Jay Shetty Learn to own the conversations that matter most in Alison Wood Brooks' new class on MasterClass: The Conversation Advantage With Alison Wood Brooks | MasterClass PURPOSE10 for 10% at altrarunning.com/onpurpose. Free Shipping and Free 30-Day Trial. Head to https://wayfair.com right now to shop all things home and get your space ready for less. JAY’S DAILY WISDOM DELIVERED STRAIGHT TO YOUR INBOX Join 900,000+ readers discovering how small daily shifts create big life change with my free newsletter. Subscribe here: https://news.jayshetty.me/subscribe Check out our Apple subscription to unlock bonus content of On Purpose! https://lnk.to/JayShettyPodcast What We Discuss: 00:00 Introduction 01:51 Shifting Focus from Yourself In Conversation 05:31 Lowering Your Anxiety with Topic Prep 08:30 Is It Better to Be Interesting or Interested? 09:45 The Butterfly Net Metaphor 13:00 Low-Stakes Practice To Build High-Stakes Confidence 14:00 Debunking Traditional Rules of Persuasion 15:55 Building Conversational Safety Through Validation 17:06 Agenda-Free Relationships vs. Manipulative Networking 20:36 The Power of Follow-Up Questions 24:00 Embracing the Natural Messiness of Dialogue 26:11 Unrealistic Standards Set by Media and Podcasts 27:06 Alison's Top Three Small Talk Techniques 29:22 Balancing Leading vs. Following in Conversation 32:40 Does Your Mind Wander During Conversation? 33:40 The Power of Callbacks 34:00 The Attention Crisis and Screen Disruption 37:09 Strategies for Staying Present 39:00 Reciprocity and the Good-to-Great Question Shift 41:14 Intimate Openers and Stealth Topic-Switching 46:12 How to Respond to One Word Answers 47:35 Game 1: Spontaneous Depth and Sincerity 51:57 Game 2: Breaking Through Reserve 55:56 Talk Time Game: Battle of the Nice Guys 01:01:03 The Compliment Landmines to Avoid 01:04:00 This Is Damaging Your Potential Connections 01:09:48 The Best Way to Receive a Compliment 01:12:30 Talk Time Game: Admitting Uncertainty 01:21:30 Feel More Confident During Conversations 01:22:05 Dating Conversations and the First-Date Pause 01:26:20 Reviving a Dying Date Conversation 01:29:54 Deconstructing the "36 Questions to Fall in Love" 01:31:40 Defusing Heated Disagreements 01:32:22 Preparing for Difficult Conversations 01:34:00 When Distance Is Better Than Talking 01:37:45 Alison Wood Brooks on Final Five Learn more about your ad choices. Visit podcastchoices.com/adchoices DISCLAIMER: Please note, this is an independent podcast episode not affiliated with, endorsed by, or produced in conjunction with the host podcast feed or any of its media entities. The views and opinions expressed in this episode are solely those of the creators and guests. For any concerns, please reach out to team@podroll.fm.

    You Might Also Like: On Purpose with Jay Shetty

  3. Aug 18

    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: https://www.linkedin.com/in/peter-stiepleman-76004819a/ Website: https://imperfectleader.com/ Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: https://www.apccollab.com -------  An Imperfect Leader is sponsored by IXL. Boost learning with a platform proven to deliver results. IXL gives educators a complete K–12 curriculum and personalized learning plans that adapt to every student. Trusted by over 1 million teachers and 96 of the top 100 school districts, IXL helps schools outperform on state tests, and helps teachers focus on what matters most. IXL: Powerful data. Personalized learning. Real progress.  Discover what IXL can do for your school at IXL.com/imperfect ------- American education is at a crossroads, and the fight for justice cannot wait. Ezekiel Dixon-Roman and Sonya Douglass of Teachers College present The Politics of Possibility, 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. ------    The Mosaic Project, one of our favorite organizations, has over 25 years of experience empowering students to celebrate differences, communicate assertively, and resolve conflicts peacefully at their outdoor school. Their innovative SEL curriculum is now available to An Imperfect Leader listeners at a 10% discount through their new documentary film-based Mosaic Classroom Project!  The Project's ready-to-use lesson plans include film, original music, "gametivities", and real conversations.  We're proud to partner with The Mosaic Project in helping educators build inclusive, peaceful learning communities! Just mention An Imperfect Leader during the onboarding  process to receive the 10% discount.    Learn more about The Mosaic Classroom Project. ------ Think differently. Think in systems.  Reach out to The Waters Center for Systems Thinking to learn more about how systems thinking capacity building can strengthen your team and organization.  Homepage: www.waterscenterst.org Thinking Tools Studio: https://thinkingtoolsstudio.waterscenterst.org ------ An Imperfect Leader: Leadership in (After) Action is supported by ILAA, LLC, a firm dedicated to supporting aspiring, new, and established leaders. For more information, please find them at imperfectleader.com. Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly.

  4. Aug 11

    (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 Dr. Jason Van Heukelum, 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: https://www.linkedin.com/in/peter-stiepleman-76004819a/ Website: https://imperfectleader.com/ Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: https://www.apccollab.com -------  An Imperfect Leader is sponsored by IXL. Boost learning with a platform proven to deliver results. IXL gives educators a complete K–12 curriculum and personalized learning plans that adapt to every student. Trusted by over 1 million teachers and 96 of the top 100 school districts, IXL helps schools outperform on state tests, and helps teachers focus on what matters most. IXL: Powerful data. Personalized learning. Real progress.  Discover what IXL can do for your school at IXL.com/imperfect ------- American education is at a crossroads, and the fight for justice cannot wait. Ezekiel Dixon-Roman and Sonya Douglass of Teachers College present The Politics of Possibility, 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. ------    The Mosaic Project, one of our favorite organizations, has over 25 years of experience empowering students to celebrate differences, communicate assertively, and resolve conflicts peacefully at their outdoor school. Their innovative SEL curriculum is now available to An Imperfect Leader listeners at a 10% discount through their new documentary film-based Mosaic Classroom Project!  The Project's ready-to-use lesson plans include film, original music, "gametivities", and real conversations.  We're proud to partner with The Mosaic Project in helping educators build inclusive, peaceful learning communities! Just mention An Imperfect Leader during the onboarding  process to receive the 10% discount.    Learn more about The Mosaic Classroom Project. ------ Think differently. Think in systems.  Reach out to The Waters Center for Systems Thinking to learn more about how systems thinking capacity building can strengthen your team and organization.  Homepage: www.waterscenterst.org Thinking Tools Studio: https://thinkingtoolsstudio.waterscenterst.org ------ An Imperfect Leader: Leadership in (After) Action is supported by ILAA, LLC, a firm dedicated to supporting aspiring, new, and established leaders. For more information, please find them at imperfectleader.com. Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly.

  5. Aug 11 ·  Video

    (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 Dr. Jason Van Heukelum, 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: https://www.linkedin.com/in/peter-stiepleman-76004819a/ Website: https://imperfectleader.com/ Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: https://www.apccollab.com -------  An Imperfect Leader is sponsored by IXL. Boost learning with a platform proven to deliver results. IXL gives educators a complete K–12 curriculum and personalized learning plans that adapt to every student. Trusted by over 1 million teachers and 96 of the top 100 school districts, IXL helps schools outperform on state tests, and helps teachers focus on what matters most. IXL: Powerful data. Personalized learning. Real progress.  Discover what IXL can do for your school at IXL.com/imperfect ------- American education is at a crossroads, and the fight for justice cannot wait. Ezekiel Dixon-Roman and Sonya Douglass of Teachers College present The Politics of Possibility, 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. ------    The Mosaic Project, one of our favorite organizations, has over 25 years of experience empowering students to celebrate differences, communicate assertively, and resolve conflicts peacefully at their outdoor school. Their innovative SEL curriculum is now available to An Imperfect Leader listeners at a 10% discount through their new documentary film-based Mosaic Classroom Project!  The Project's ready-to-use lesson plans include film, original music, "gametivities", and real conversations.  We're proud to partner with The Mosaic Project in helping educators build inclusive, peaceful learning communities! Just mention An Imperfect Leader during the onboarding  process to receive the 10% discount.    Learn more about The Mosaic Classroom Project. ------ Think differently. Think in systems.  Reach out to The Waters Center for Systems Thinking to learn more about how systems thinking capacity building can strengthen your team and organization.  Homepage: www.waterscenterst.org Thinking Tools Studio: https://thinkingtoolsstudio.waterscenterst.org ------ An Imperfect Leader: Leadership in (After) Action is supported by ILAA, LLC, a firm dedicated to supporting aspiring, new, and established leaders. For more information, please find them at imperfectleader.com. Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly.

  6. Aug 4 ·  Video

    (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 Max Silverman, the Executive Director of the University of Washington Center for Educational Leadership (CEL), 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: https://www.linkedin.com/in/peter-stiepleman-76004819a/ Website: https://imperfectleader.com/ Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: https://www.apccollab.com -------  An Imperfect Leader is sponsored by IXL. Boost learning with a platform proven to deliver results. IXL gives educators a complete K–12 curriculum and personalized learning plans that adapt to every student. Trusted by over 1 million teachers and 96 of the top 100 school districts, IXL helps schools outperform on state tests, and helps teachers focus on what matters most. IXL: Powerful data. Personalized learning. Real progress.  Discover what IXL can do for your school at IXL.com/imperfect -------  An Imperfect Leader is sponsored by Yondr.  Schools around the world are seeing the damaging effects of phones on student engagement, social development, and mental health. Yondr has developed a unique product and program to allow schools to become phone-free, from arrival to dismissal. Learn why 3 Million Students use Yondr every day. MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL. Go to overyondr.com to learn more.    ------    The Mosaic Project, one of our favorite organizations, has over 25 years of experience empowering students to celebrate differences, communicate assertively, and resolve conflicts peacefully at their outdoor school. Their innovative SEL curriculum is now available to An Imperfect Leader listeners at a 10% discount through their new documentary film-based Mosaic Classroom Project!  The Project's ready-to-use lesson plans include film, original music, "gametivities", and real conversations.  We're proud to partner with The Mosaic Project in helping educators build inclusive, peaceful learning communities! Just mention An Imperfect Leader during the onboarding  process to receive the 10% discount.    Learn more about The Mosaic Classroom Project. ------ Think differently. Think in systems.  Reach out to The Waters Center for Systems Thinking to learn more about how systems thinking capacity building can strengthen your team and organization.  Homepage: www.waterscenterst.org Thinking Tools Studio: https://thinkingtoolsstudio.waterscenterst.org ------ An Imperfect Leader: Leadership in (After) Action is supported by ILAA, LLC, a firm dedicated to supporting aspiring, new, and established leaders. For more information, please find them at imperfectleader.com. Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly.

  7. Aug 4

    (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 Max Silverman, the Executive Director of the University of Washington Center for Educational Leadership (CEL), 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: https://www.linkedin.com/in/peter-stiepleman-76004819a/ Website: https://imperfectleader.com/ Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: https://www.apccollab.com -------  An Imperfect Leader is sponsored by IXL. Boost learning with a platform proven to deliver results. IXL gives educators a complete K–12 curriculum and personalized learning plans that adapt to every student. Trusted by over 1 million teachers and 96 of the top 100 school districts, IXL helps schools outperform on state tests, and helps teachers focus on what matters most. IXL: Powerful data. Personalized learning. Real progress.  Discover what IXL can do for your school at IXL.com/imperfect -------  An Imperfect Leader is sponsored by Yondr.  Schools around the world are seeing the damaging effects of phones on student engagement, social development, and mental health. Yondr has developed a unique product and program to allow schools to become phone-free, from arrival to dismissal. Learn why 3 Million Students use Yondr every day. MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL. Go to overyondr.com to learn more.    ------    The Mosaic Project, one of our favorite organizations, has over 25 years of experience empowering students to celebrate differences, communicate assertively, and resolve conflicts peacefully at their outdoor school. Their innovative SEL curriculum is now available to An Imperfect Leader listeners at a 10% discount through their new documentary film-based Mosaic Classroom Project!  The Project's ready-to-use lesson plans include film, original music, "gametivities", and real conversations.  We're proud to partner with The Mosaic Project in helping educators build inclusive, peaceful learning communities! Just mention An Imperfect Leader during the onboarding  process to receive the 10% discount.    Learn more about The Mosaic Classroom Project. ------ Think differently. Think in systems.  Reach out to The Waters Center for Systems Thinking to learn more about how systems thinking capacity building can strengthen your team and organization.  Homepage: www.waterscenterst.org Thinking Tools Studio: https://thinkingtoolsstudio.waterscenterst.org ------ An Imperfect Leader: Leadership in (After) Action is supported by ILAA, LLC, a firm dedicated to supporting aspiring, new, and established leaders. For more information, please find them at imperfectleader.com. Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly.

  8. Jul 28

    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? Dr. Rachel White joined us to dive into her groundbreaking work with The Superintendent Lab. 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: https://www.linkedin.com/in/peter-stiepleman-76004819a/ Website: https://imperfectleader.com/ Instagram: https://www.instagram.com/animperfectleader Follow Co-host Jamie Almanzán on: Connect with APC Leadership Collaborative for support in navigating complex leadership situations: https://www.apccollab.com -------  An Imperfect Leader is sponsored by IXL. Boost learning with a platform proven to deliver results. IXL gives educators a complete K–12 curriculum and personalized learning plans that adapt to every student. Trusted by over 1 million teachers and 96 of the top 100 school districts, IXL helps schools outperform on state tests, and helps teachers focus on what matters most. IXL: Powerful data. Personalized learning. Real progress.  Discover what IXL can do for your school at IXL.com/imperfect -------     The Mosaic Project, one of our favorite organizations, has over 25 years of experience empowering students to celebrate differences, communicate assertively, and resolve conflicts peacefully at their outdoor school. Their innovative SEL curriculum is now available to An Imperfect Leader listeners at a 10% discount through their new documentary film-based Mosaic Classroom Project!  The Project's ready-to-use lesson plans include film, original music, "gametivities", and real conversations.  We're proud to partner with The Mosaic Project in helping educators build inclusive, peaceful learning communities! Just mention An Imperfect Leader during the onboarding  process to receive the 10% discount.    Learn more about The Mosaic Classroom Project. ------ Think differently. Think in systems.  Reach out to The Waters Center for Systems Thinking to learn more about how systems thinking capacity building can strengthen your team and organization.  Homepage: www.waterscenterst.org Thinking Tools Studio: https://thinkingtoolsstudio.waterscenterst.org ------ An Imperfect Leader: Leadership in (After) Action is supported by ILAA, LLC, a firm dedicated to supporting aspiring, new, and established leaders. For more information, please find them at imperfectleader.com. Music for An Imperfect Leader was written and arranged by Ian Varley. Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly.

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About

Welcome to An Imperfect Leader: The Superintendents and Leadership Podcast, a series of conversations with leaders who look back at decisions they made and consider: * What happened? * What got overlooked? * What did they learn about relationships or what new relationships were formed? * What frustrated them? * What could they have done differently? * And in the end, what was something good that came out of their experience – because it is through one's mistakes where the greatest learning takes place. I'm Peter Stiepleman. I'm your host AND I'm an imperfect leader. I spent more than 20 years teaching and leading, first in the Oakland Public Schools in Oakland, CA and then in the Midwest – Missouri, to be exact – where I was a teacher, a principal, an assistant superintendent and the superintendent of the 4th largest school district in a state of more than 500 districts. I am constantly striving to learn from my experiences and from the experiences of other leaders. The aim of this podcast is to lift the learning and lift the imperfect leaders up. That way, when you hear the term imperfect, you'll see strength, strength from the candor needed to recognize imperfection as a real advantage.

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