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Andrew Dolloff Turned Mascot Mayhem into a Culture of Courage

An Imperfect Leader: The Superintendents and Leadership Podcast

Release Date: 07/23/2024

When Kids Ran the Nation: Jennifer Light Offers Lessons in Democracy from Junior Republics show art When Kids Ran the Nation: Jennifer Light Offers Lessons in Democracy from Junior Republics

An Imperfect Leader: The Superintendents and Leadership Podcast

I am thrilled to share a very special crossover episode between our podcast, An Imperfect Leader, and  from the ! Together, we sat 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...

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An Imperfect Leader: The Superintendents and Leadership Podcast

This week on An Imperfect Leader: The Superintendents and Leadership Podcast I’m joined by , COO and Chief Academic Officer at Fullmind and host of the . In a world where the education landscape is constantly shifting, Hayley makes a compelling case that adaptability isn’t optional, it’s essential. We explore how strong leaders connect the dots of data through storytelling - transforming numbers into a shared purpose and collective action. In a powerful “After Action Review,” Hayley shares a hiring mistake from early in her tenure and the lesson that reshaped her approach: skills can...

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An Imperfect Leader: The Superintendents and Leadership Podcast

I recently sat down with , Superintendent of Winchester Public Schools, to talk about what it really means to lead in a messy, high-pressure moment for public education. Jason embraces being an “imperfect” leader. In a field often paralyzed by the pressure for perfection, that mindset matters. Three takeaways that stayed with me: 🏛️ A Cathedral to Possibility: Winchester’s Emil and Grace Shahadah Innovation Center brings students together to explore a true buffet of options. It’s about social cohesion and shared opportunity, not silos. 🔄 Doubling Down on Agency: Amid...

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An Imperfect Leader: The Superintendents and Leadership Podcast

🚨 Are schools preparing students for a world that no longer exists? I recently had the privilege of sitting down with  the force behind Most Likely to Succeed and Multiple Choice, and author of What School Could Be (with a new book on math coming soon!).  Our conversation centered on one big idea: the status quo isn’t enough anymore. 🤖 AI changes the game: If we’re training students to do what computers now do best, we’re aiming at the past. We need to shift from compliance and percentile rankings to creativity, empathy, purpose, and real problem-solving. 🛠️...

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In the latest episode of An Imperfect Leader, I sat down with , author of , to explore how schools can move beyond compliance and toward deeper focus, connection, and self-management in the digital age. Here are three ideas that really stood out during our conversation: 1️⃣ From compliance to self-management: We often say we want creativity and collaboration, yet we still design systems around compliance. Patrick challenges that mismatch. The real goal isn’t control. It’s helping students develop self-management. 2️⃣ Leading with curiosity, not “tech panic”: How we...

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An Imperfect Leader: The Superintendents and Leadership Podcast

Leadership isn’t about finding the perfect solution. It’s about learning from the daily grind of complexity. In this week’s episode of An Imperfect Leader: The Superintendents and Leadership Podcast, I had the chance to speak with , former superintendent, Stanford professor, and author. A few insights that stayed with me, especially for leaders working in high-stakes environments:   1️⃣ Conflict isn’t a failure, it’s the work: Dr. Cuban shared that he couldn’t recall a single conflict-free day as a superintendent. Leadership is a constant balancing act (boards, unions,...

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An Imperfect Leader: The Superintendents and Leadership Podcast

What if the problem in our schools isn’t a lack of voice, but a lack of connection? In this episode, I had the opportunity to sit down with , author of , for a conversation that challenged many of the leadership norms we’ve inherited, especially the idea that effective leaders must remain stoic, distant, or emotionally neutral. Matt makes a compelling case that this model is no longer serving our schools. Instead, he invites leaders to rethink community, voice, and presence; and to move from making people feel heard to making them feel truly held. Here are three insights from our...

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An Imperfect Leader: The Superintendents and Leadership Podcast

🎙️ New Episode Alert: If We Get Ninth Grade Right, Everything Changes In this episode of An Imperfect Leader: The Superintendents and Leadership Podcast I get to talk with , National Director of the . This conversation zeroes in on why getting 9th grade right can dramatically improve graduation rates and disrupt long-standing inequities in our system.   Here are three big ideas we dig into: 1️⃣ Ninth Grade: The Strongest Predictor of Graduation: Kaaren shares a powerful (and sobering) insight: students who are “on track” in ninth grade are three to four times more likely to...

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An Imperfect Leader: The Superintendents and Leadership Podcast

I’m excited to share the latest episode of An Imperfect Leader: The Superintendents and Leadership Podcast, featuring , Superintendent of Veribest ISD. Mandy offers a powerful look at what it means to lead with transparency, humility, and deep community trust.   A few takeaways that stayed with me 👇 🤝 Shared Vision, Real Buy-In: Through a Texas Strategic Leadership pilot, Mandy brought together the board, staff, and local businesses to define what a Veribest graduate should be. The result? A vision everyone owns because they created it together. 🎓 Preparing Students for...

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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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More Episodes

Hello Imperfect Leaders!

 It's summer!! And for leaders, that means reflection. And it means planning for the coming year. It is for that reason that this week's episode is an encore episode specifically picked with your upcoming year in mind. 

As Labor Day approaches, Season 3 will kick off. And I am so excited about THAT because  Jamie Almanzán from The Equity Collaborative will be joining me as a cohost and commentator. It's going to be great! So, sit back and enjoy this encore presentation of An Imperfect Leader: The Superintendents and Leadership Podcast.

INTRO: Choosing a name for a public building is a challenging process. With schools, a new name often includes the choosing of a mascot as well. Renaming a school or changing a mascot is often even more difficult. Community members will allege you're erasing history. I was a superintendent presiding over the renaming of Robert E. Lee Elementary School in Missouri! Most recently, I served on a renaming committee in the Seattle area. The committee process was well conceived and thoughtfully carried out by the district's current Superintendent, Amii Thompson. She made sure to make decisions with those most impacted, in this case, the Suquamish Tribe. 

Now, imagine if you were the principal and your school board decided on a Thursday night to remove an offensive mascot effective immediately. My guest is Dr. Andrew Dolloff, superintendent of Yarmouth Schools in Yarmouth, Maine. His After Action Review is about exactly that! Thanks for tuning in.

 

Bio: Dr. Andrew Dolloff has been the superintendent of schools in Yarmouth, Maine since 2014.  He is a 35-year veteran of Maine public schools, having begun his career as a chemistry teacher and basketball coach in central Maine before moving into school administration in Greater Portland in 1996. Andrew has served as a superintendent, assistant superintendent, high school principal, high school assistant principal, and athletic administrator. For nearly 10 years, he has served a community that is deeply personal to him as his grandfather graduated from Yarmouth High School. I have no doubt that leading in a hometown district must have made it even more meaningful when he was named Maine’s Superintendent of the Year in 2021.

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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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At the end of every interview we have for teacher candidates, we say, “What questions do you have for us?” And they always ask, “What kind of support can I expect?” And we always say, “Don't worry, we'll give you a mentor.”

But it's not real mentorship. I mean, it's support with the difficult kid, or the field trip form, or the grade card. But it isn't coaching. 

That's where partners like EdConnective step in. Because they provide real coaching, observations and feedback with practice. EdConnective ensures that every student thrives by facilitating exceptional educator growth. If you're looking for support for your people, for your leaders, for science of reading efforts, for recruitment and retention initiatives, check out EdConnective.com.

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Imperfect Leaders! Are you facing challenges filling open Speech-Language Pathologist positions within your district? Empat Speech understands the critical need for qualified professionals in your schools. The recognize that communication lies at the heart of academic success. Don't let open positions hinder your students' progress. Partner with Empat Speech today and ensure every child in your district has access ot the speech therapy they deserve.

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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 www.human-centeredleaders.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.