Elena Aguilar on Why Presence Is a Leader’s Greatest Gift
An Imperfect Leader: The Superintendents and Leadership Podcast
Release Date: 01/06/2026
Elena Aguilar on Why Presence Is a Leader’s Greatest Gift
An Imperfect Leader: The Superintendents and Leadership Podcast
Are you leading from a place of fixing… or from a place of presence? 🌱 In the latest episode of An Imperfect Leader: The Superintendents and Leadership Podcast, I had the honor of sitting down with Elena Aguilar, the visionary behind Transformational Coaching and author of eight bestselling books, including The Art of Coaching and Arise. 📚✨ Leadership can be a lonely journey. We’re often expected to have the answers, solve the problems, and move fast. But Elena reminds us that real transformation doesn’t come from quick fixes—it comes from going deeper and...
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Dr. Bryan Luizzi: When Leadership Doesn’t Go as Planned (Remastered)
An Imperfect Leader: The Superintendents and Leadership Podcast
The latest episode of An Imperfect Leader features , Superintendent of New Canaan Public Schools, and it’s a powerful reminder that leadership is less about having the answers and more about having the courage to step forward. From Connecticut classrooms to teaching and leading in Jordan, Bryan and I explore what it means to lead people in moments of uncertainty and change. 🎧 Three leadership themes to listen for: 1. Leading with “Yes” (and Courage, Not Recklessness): Bryan shares how a “lead with yes” mindset shaped his career and opened doors to unexpected...
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Richard Lemons on Why You Can’t Talk People Into Change and What Actually Works
An Imperfect Leader: The Superintendents and Leadership Podcast
This week, I had the privilege of sitting down with , Executive Director of Partners for Educational Leadership, for a conversation that every system-level leader should spend time with. Richard has spent decades helping leaders tackle the hardest work in education: changing systems without losing our humanity. Here are three themes leaders should listen for: 1. You Can’t Talk People Into New Mental Models: Richard reminds us that deeply entrenched beliefs about schooling aren’t shifted by better arguments or smarter PowerPoints. They change through radically different...
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Leading Without Flinching with Dr. Nyah Hamlett
An Imperfect Leader: The Superintendents and Leadership Podcast
🎙️ New Episode of An Imperfect Leader Some conversations stay with you long after the recording ends. My conversation with is one of those. Dr. Hamlett, former superintendent of Chapel Hill-Carrboro City Schools and now Chief Equity & Development Officer for Montgomery County Public Schools, offers a deeply honest reflection on leadership under pressure. Here are three themes leaders should listen for in this episode: 🔹 1. “Don’t Flinch” Leadership: Listen for how Nyah defines leadership as choosing courage over convenience, especially...
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Ben Thompson on Building Schools That Strengthen Communities
An Imperfect Leader: The Superintendents and Leadership Podcast
Facility planning and passing a facility bond can be among the most complex (and stressful!) challenges a superintendent faces. On this episode of An Imperfect Leader, I talk with , K-12 Director at and host of the . We explore how the spaces we design for learning can drive stronger student outcomes and strengthen community trust. Here are three takeaways I thought would be interesting for school leaders: Design Drives Outcomes: Ben reminds us there’s a direct link between the decisions we make about a space and the educational and social outcomes we want to achieve. ...
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Dr. Doug Bolton: Building Resilient Schools One Connection at a Time
An Imperfect Leader: The Superintendents and Leadership Podcast
In this episode of An Imperfect Leader: The Superintendents and Leadership Podcast we had the pleasure of talking with clinical psychologist, author of , and director of school consultation for Formative Psychological Services. In Doug breaks down what it means to lead in a moment when educators are carrying unprecedented levels of stress and trauma, and how leaders can build schools that feel safe, connected, and resilient. 🔍 In This Episode, We Dig Into: • Connection as the foundation for everything: Doug explains why belonging isn’t a nice to have. It directly boosts...
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Communication is a System: Lessons from Terrie Morgan
An Imperfect Leader: The Superintendents and Leadership Podcast
This week we’re sitting down with someone who has walked the walk for nearly four decades: , 2024 Kentucky Superintendent of the Year and a truly humble, student-centered leader from Hardin County Schools. Terrie brings warmth, honesty, and hard-earned wisdom from 36 years of service - and she doesn’t hold back. If you care about leading with heart and systems-level clarity, this is an episode you’ll want to save and share. 🌟 Here are some standout lessons you’ll hear: Put Students First - Every Time. Terrie’s guiding question: Can I defend this as best for kids? It...
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Dr. Richard Ramos: Let Students Lead the Way
An Imperfect Leader: The Superintendents and Leadership Podcast
I’m excited to share my conversation with , Superintendent of the Miami Unified School District in Miami, Arizona. Dr. Ramos brings such heart to his work - lifting student voice, building true community partnerships, and embracing the beautiful messiness of leadership. Here are the three big themes from our conversation: Student Agency & Community Collaboration: How a simple idea (a Business Partner Café) became a student-led space where young people host, present, and guide conversations with local business partners. Innovation & Project-Based Learning: A look inside Miami’s...
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Leading with Heart: Dr. Darren Kennedy on the Human Side of School Leadership
An Imperfect Leader: The Superintendents and Leadership Podcast
In this episode, we are joined by , the High School Instructional Supervisor for Sumner County Schools (just outside Nashville, Tennessee). Dr. Kennedy, author of , shares powerful insights on creating transformational change in school culture and academics. Leaders, here are three things you will learn from this episode: The power of focusing on Tier One Instruction over Intervention: Darren recounts his experience as a principal of a turnaround middle school where an initial heavy reliance on supplemental intervention programs resulted in only marginal progress. Why values must be a...
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Paul Freeman on Courage, Conversation, and Confident Leadership
An Imperfect Leader: The Superintendents and Leadership Podcast
How do we prepare students to become empathic individuals and global citizens in an increasingly complex world? Dr. , Superintendent of Guilford Public Schools and Connecticut’s Superintendent of the Year, joins An Imperfect Leader: The Superintendents and Leadership Podcast to discuss leading transformational change through confident vulnerability. Dr. Freeman shares how Guilford’s Portrait of a Graduate (POG) model guides instruction across all grade levels: developing students as adaptable learners, responsible collaborators, critical thinkers, effective communicators, empathic...
info_outlineAre you leading from a place of fixing… or from a place of presence? 🌱
In the latest episode of An Imperfect Leader: The Superintendents and Leadership Podcast, I had the honor of sitting down with Elena Aguilar, the visionary behind Transformational Coaching and author of eight bestselling books, including The Art of Coaching and Arise. 📚✨
Leadership can be a lonely journey. We’re often expected to have the answers, solve the problems, and move fast. But Elena reminds us that real transformation doesn’t come from quick fixes—it comes from going deeper and tending to the roots. 🌳
Here are four powerful takeaways from our conversation:
🔹 Prioritize Internal Healing: Your internal state shapes everything around you. As Elena shared, “What you can do of greatest benefit to the world is attend to your own healing.”
🔹 Focus on Your Sphere of Control: When external pressures feel overwhelming, resilience is built by going deeper into what you can influence. 🎯
🔹 Presence Is the Greatest Gift: So many leaders default to “fix-it mode.” But the most impactful thing you can offer is being fully present with the people you serve. 🤍
🔹 Embrace Your Imperfection: Perfection is, in Elena’s words, “absurd and unattainable.” Authentic leadership lives in humility, honesty, and being human.
As Elena beautifully said during the episode:
“The biggest gift you can give is to be absolutely present… The main thing is that you’re showing up, that you’re here.”
🎧 Listen to the full episode to explore how moving beyond compliance and leading from the heart can change both you and the communities you serve.
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Follow Host Peter Stiepleman on:
LinkedIn: https://www.linkedin.com/in/peter-stiepleman-76004819a/
Website: https://imperfectleader.com/
YouTube (video of conversation):
https://www.youtube.com/@animperfectleaderleadershi5144/featured
Instagram: https://www.instagram.com/animperfectleader/
Tiktok: https://www.tiktok.com/@animperfectleader
Follow Co-host Jamie Almanzán on:
Connect with APC Leadership Collaborative for support in navigating complex leadership situations: https://www.apccollab.com
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An Imperfect Leader is sponsored by IXL. Boost learning with a platform proven to deliver results. IXL gives educators a complete K–12 curriculum and personalized learning plans that adapt to every student.
Trusted by over 1 million teachers and 96 of the top 100 school districts, IXL helps schools outperform on state tests, and helps teachers focus on what matters most.
IXL: Powerful data. Personalized learning. Real progress.
Discover what IXL can do for your school at IXL.com/imperfect
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An Imperfect Leader is sponsored by Yondr.
Schools around the world are seeing the damaging effects of phones on student engagement, social development, and mental health.
Yondr has developed a unique product and program to allow schools to become phone-free, from arrival to dismissal.
Learn why 1 Million Students use Yondr every day.
MINIMIZE DISTRACTIONS. MAXIMIZE LEARNING POTENTIAL.
Go to overyondr.com to learn more.
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The Mosaic Project, one of our favorite organizations, has over 25 years of experience empowering students to celebrate differences, communicate assertively, and resolve conflicts peacefully at their outdoor school. Their innovative SEL curriculum is now available to An Imperfect Leader listeners at a 10% discount through their new documentary film-based Mosaic Classroom Project!
The Project’s ready-to-use lesson plans include film, original music, “gametivities”, and real conversations. We’re proud to partner with The Mosaic Project in helping educators build inclusive, peaceful learning communities! Just mention An Imperfect Leader during the onboarding process to receive the 10% discount.
Learn more about The Mosaic Classroom Project.
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Think differently. Think in systems. Reach out to The Waters Center for Systems Thinking to learn more about how systems thinking capacity building can strengthen your team and organization.
Homepage: www.waterscenterst.org
Thinking Tools Studio: https://thinkingtoolsstudio.waterscenterst.org
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An Imperfect Leader: Leadership in (After) Action is supported by ILAA, LLC, a firm dedicated to supporting aspiring, new, and established leaders. For more information, please find them at imperfectleader.com.
Music for An Imperfect Leader was written and arranged by Ian Varley.
Sam Falbo created our artwork, a wood-print inspired daruma doll butterfly.