Principal Matters: The School Leader's Podcast with William D. Parker

PMP505: A School Leader’s Playbook for Tough Conversations with Erika Bare & Tiffany Burns

A QUICK NOTE TO LISTENERS: Before this week’s interview, Will Parker and Jen Schwanke take some time to answer a listener question. This week’s question is: I want to say yes to new opportunities outside my building without neglecting my first commitments to my school. Is it possible to do both? Listen in to hear their response! MEET ERIKA BARE & TIFFANY BURNS: Tiffany Burns and Erika Bare are veteran educators and co-authors of Connecting Through Conversation: A Playbook for Talking with Students [https://www.connectingthroughconversation.com/our-book].  Tiffany brings more than two decades in education — from teaching at the elementary, middle, and high school levels, to instructional coaching and serving as an elementary principal before taking time to teach and support educators nationwide as part of the Connected Communicator movement.  Erika Bare has spent over 20 years in education as well, including roles as a special education teacher, administrator, and currently as a district leader committed to helping all students reach their potential. Together, they blend deep classroom and leadership experience with practical communication tools that help adults build stronger, more connected relationships with students.  They joined us on Principal Matters: The School Leader’s Podcast in Episode 369 [https://williamdparker.com/2023/pmp369-connecting-through-conversation-with-erika-bare-and-tiffany-burns/] to share insights from their work and strategies that empower leaders and educators to handle tough conversations with care and confidence. Now, they are authors of the new book, A School Leader’s Playbook for Tough Conversations [https://www.connectingthroughconversation.com/our-book]. UNDERSTANDING THE CHALLENGE OF TOUGH CONVERSATIONS: Tough conversations often create anxiety for school leaders, leading to sleepless nights and lingering stress. Tiffany Burns notes that, while most educators enter the profession to serve students, it is often the adult conversations — with staff, caregivers, and colleagues — that feel most complex and emotionally charged. In their book, Burns and Bare provide concrete strategies to help leaders prepare intentionally, reduce uncertainty, and approach conversations with purpose rather than avoidance. THE IMPORTANCE OF RELATIONSHIP-BUILDING: A central theme of the conversation is the importance of building relationships long before difficult conversations arise. Erika Bare emphasizes the need for leaders to systematize relationship-building by intentionally scheduling regular check-ins and informal connections with staff. Simple habits — such as dedicating the first part of the day to walking classrooms and engaging in brief conversations — help staff feel seen, valued, and supported. Will Parker reinforces this idea with the reminder: “Our systems support our habits.” When leaders prioritize relationship-building in their calendars, those behaviors become sustainable rather than reactive. STRATEGIES FOR EFFECTIVE COMMUNICATION: Burns and Bare share several practical strategies for reducing tension and increasing clarity during tough conversations. One example involves responding thoughtfully when someone seeks immediate feedback or resolution. Instead of dismissing the concern or rushing a response, leaders can say: “This conversation is important, and I want to give it the time it deserves. Let’s schedule a time to talk more.” This approach honors the person’s concern while creating space for a more focused and productive conversation. Another powerful strategy is the intentional use of supportive language. Bare highlights the impact of simple questions such as, “How can I support you?” This communicates empathy and helps leaders better understand what type of support is truly needed — whether emotional reassurance, problem-solving, or simply being heard. OVERCOMING OBSTACLES TO COMMUNICATION: Despite best intentions, school leaders often struggle to sustain these practices amid constant demands and crisis-driven work. Burns acknowledges how easily proactive relationship-building can slip as the school year intensifies. The solution, however, is not perfection — it is consistency and accountability. Leaders must protect their calendars, recommit to intentional habits, and recognize that meaningful connections are not optional extras but foundational leadership work. CONCLUSION: Tough conversations do not have to be overwhelming. When leaders invest in relationships, communicate intentionally, and build supportive systems, difficult moments become opportunities for trust, growth, and clarity. By applying these practices, school leaders can transform anxiety-producing conversations into meaningful moments of connection and leadership impact. If you want to connect with Erika Bare and Tiffany Burns, you can learn more about them at their website. [https://www.connectingthroughconversation.com/our-book] The post PMP505: A School Leader’s Playbook for Tough Conversations with Erika Bare & Tiffany Burns [https://williamdparker.com/2026/pmp505-a-school-leaders-playbook-for-tough-conversations-with-erika-bare-tiffany-burns/] appeared first on Principal Matters [https://williamdparker.com].

MONDAY MATTERS with Jen Schwanke and Will Parker – Learning From Asparagus

This week on Monday Matters, Will Parker and Jen Schwanke reflect on a story that Jen recently shared in her newsletter [https://jen-newsletter-c4287d.beehiiv.com/p/learning-from-asparagus]. She shares the story of watching the asparagus her father planted to see if it would grow, only for it to grow when she wasn’t watching it. Will and Jen take some time to apply this story to schools and talk about how change and growth happen over time, even when we’re not watching. So often, school leaders will want to see change happen immediately, and will get frustrated when it doesn’t. In these moments, it is important to remember how change happens gradually, over time, even when we’re not looking for it. Don’t fixate on the immediate; focus on the long-term. Listen in to hear the full conversation! The post MONDAY MATTERS with Jen Schwanke and Will Parker – Learning From Asparagus [https://williamdparker.com/2026/monday-matters-with-jen-schwanke-and-will-parker-learning-from-asparagus/] appeared first on Principal Matters [https://williamdparker.com].

PMP504: Ready to Lead with AI with Dr. Kip Glazer

A QUICK NOTE TO LISTENERS: Before this week’s interview, Will Parker and Jen Schwanke take some time to answer a listener question. This week’s question is: I’m working hard, doing good work, of course not perfectly, but I’m beginning to feel stuck. How do I keep myself from becoming complacent as a leader? Listen in to hear their response! MEET DR. KIP GLAZER: [https://williamdparker.com/wp-content/uploads/2026/06/PMP-Template-29-1024x1024.png] Dr. Kip Glazer is a former classroom teacher, district technology coach, and current high school principal of Mountain View High School in Mountain View, California. She has more than 20 years of experience helping schools translate emerging technologies — including artificial intelligence — into practical, responsible practice. Her work includes leadership decision-making, understanding ethical AI, and building systems that strengthen teaching, learning, and student voice. Kip has advised districts, collaborated with national research organizations, and spoken nationally and internationally about what it really takes to lead in the AI era with clarity, credibility, and healthy skepticism. She’s been recognized as one of DA Magazine’s Top 100 Influential Education Leaders and is a CSTA Equity Fellow, Google Innovator, and EngageAI Practitioner Advisory Board member. Her new book, Ready to Lead with AI: A Practical Guide for School Leaders [https://www.amazon.com/dp/B0GL5NRHNN?&linkCode=sl2&tag=connectedd07-20&linkId=2d23230bd4ee66ba12bb33bfe0db6346&language=en_US&ref_=as_li_ss_tl], offers school leaders practical guidance for navigating AI in real schools.  DR. GLAZER’S BACKGROUND: In this episode of Principal Matters, we talk to Dr. Kip Glazer—author, high school principal, and longtime education technology leader—for a timely conversation on what it means to lead well in an AI era when the answers still aren’t clear. What makes this conversation especially powerful is Kip’s humility and candor: she argues that if anyone claims they fully understand AI right now—even tool builders—school leaders should be skeptical. The work is evolving in real time, and leaders are navigating an “iterative space” where staff often expect certainty simply because the principal has the title. Kip shares her personal origin story as an English language learner who moved to the U.S. from South Korea at age 23 without speaking English. That experience shaped her leadership lens: to look beyond what’s visible and honor what students already carry—culture, knowledge, and identity—even when they don’t yet have language to express it. She reminds leaders that a student’s limited English isn’t a measure of their intelligence, and that truly equitable leadership requires curiosity, empathy, and respect for what may not be immediately seen. THE CHALLENGES OF AI IN SCHOOLS: As the conversation turns to AI, Kip names an under-discussed challenge: identity disruption. For decades, educators have been the most knowledgeable people in the room, and AI changes that. Kip explains that this shift has an emotional toll for teachers and leaders alike, creating insecurity when students know tools the adults don’t. Her response isn’t to retreat into control, but to double down on pedagogy, collaboration, and communication, and to model the stance of learning with students instead of pretending to know everything. Kip also challenges schools to rethink what they assess. Traditional systems often measure what students know, but struggle to measure how students use knowledge to create. She argues that AI can open doors for deeper learning if schools strengthen pedagogy that supports collaboration, creation, and problem-solving. She shares an example from her own teaching, where she used game-based learning principles in an AP Literature classroom—an approach that looked unconventional to observers, but still resulted in strong outcomes for students. PRINCIPAL’S TECH INTERNSHIP PROGRAM: One of the most practical highlights of the episode is Kip’s Principal’s Tech Internship Program, created to elevate student agency while strengthening support across campus. Kip describes how she built a structure where tech-skilled students can serve their school community, gain internship experience, and even earn community college credit through a partnership. The program began small—helping teachers onboard students and solve everyday tech problems—but grew as students began proposing bigger ideas, hosting events, and presenting their work beyond the school. Kip’s approach is intentionally “hands off” in the best way: she asks questions, guides, and protects space for students to take ownership—while learning through real-world planning, setbacks, and reflection. LEADERSHIP GROWTH: Kip also shares an honest leadership growth edge: learning that staff often need more affirmation and personal connection than she realized—especially coming from a background where praise wasn’t expressed as directly. That insight has shaped how she thinks about culture, support, and presence. Finally, Kip offers a grounded model for leading through uncertainty: invite honest feedback, assume positive intent, and be explicit about your intentions—especially in the presence of power dynamics. She emphasizes that leaders can’t fix what they don’t know, and that openness is always healthier than suffering in silence. CLOSING COMMENTS: Kip closes with a message of solidarity: school leaders may have different contexts, but they share similar pressures and hopes. Her goal in writing Ready to Lead with AI: A Practical Guide for School Leaders [https://www.amazon.com/dp/B0GL5NRHNN?&linkCode=sl2&tag=connectedd07-20&linkId=2d23230bd4ee66ba12bb33bfe0db6346&language=en_US&ref_=as_li_ss_tl] was to create the book she wished she had—honest, practical, and rooted in real school life. STAYING CONNECTED: If you would like to learn more about Dr. Kip Glazer you can visit her website https://kipglazier.com [https://kipglazier.com]. Check out her new book Ready to Lead with AI: A Practical Guide for School Leaders. [https://www.amazon.com/dp/B0GL5NRHNN?&linkCode=sl2&tag=connectedd07-20&linkId=2d23230bd4ee66ba12bb33bfe0db6346&language=en_US&ref_=as_li_ss_tl] The post PMP504: Ready to Lead with AI with Dr. Kip Glazer [https://williamdparker.com/2026/pmp504-ready-to-lead-with-ai-with-dr-kip-glazer/] appeared first on Principal Matters [https://williamdparker.com].

PMP503: Time, Tools, and Tactics of Instructional Leadership with TJ Vari & Joseph Jones

A QUICK NOTE TO LISTENERS: Before this week’s episode Will Parker and Jen Schwanke take some time to answer a listener question. This week’s question is: How do you know when you should stay or leave? I’m in a place in my career where I’m wanting to do something different and not finding as much joy in my role as in the past. What should I do? Listen in to hear their response! MEET TJ VARI AND JOSEPH JONES: [https://williamdparker.com/wp-content/uploads/2026/06/PMP-Template-28-1024x1024.png] Joseph Jones and T.J.Vari have spent years as instructional leaders in various schools and districts. They have also provided professional learning and coaching to hundreds of school leaders. They have tested the strategies they recommend with principals, assistant principals and teacher leaders. They understand that the work we ask school leaders to do is complex and often time sensitive. They also know that schools are filled with daily distractions that often derail and take the leader away from the most important work which is getting into classrooms where they observe and provide feedback to teachers about the quality of instruction provided to students. They have shared many of these lessons in their other books such as Invest In Your Best, Passionate Leadership, 7 Mindshifts for School Leaders, Retention for Change, Building a Winning Team, and Candid and Compassionate Feedback.  Their newest book is Time, Tools, and Tactics of Instructional Leadership: A Principal’s Guide to Leading Learning Momentum. Will Parker welcomes returning guests TJ Vari and Joseph Jones for a practical, high-impact conversation on the time, tools, and tactics of instructional leadership. With years of experience coaching and developing leaders across hundreds of schools, TJ and Joe speak directly to the reality principals and assistant principals face every day: instructional leadership matters most—but distractions, urgency, and weak systems often pull leaders away from classrooms, feedback, and learning momentum. The conversation centers on their newest book, Time, Tools, and Tactics of Instructional Leadership: A Principal’s Guide to Leading Learning Momentum, which was born from a shared frustration: many leaders care deeply and work incredibly hard, yet struggle to execute instructional leadership consistently—not because they lack commitment, but because they lack systems. TJ and Joe explain how the book offers frameworks and models that serve as “architecture” until leaders build their own rhythms and habits. Will highlights the book’s story-driven structure—seven leadership scenarios that mirror the real challenges school leaders face daily: finding time, delivering feedback that lands, balancing praise and coaching, asking effective questions, clarifying direction, and responding to resistance. TJ describes how each story builds intentionally from the last, moving leaders from “random acts of leadership” to consistent, aligned practice. A major takeaway is the need to protect high-leverage priorities through intentional scheduling and reflection. TJ and Joe unpack time blocking and reverse time blocking as tools to help leaders see what’s actually consuming their day—and to reset back to priority work after inevitable interruptions. Joe emphasizes that when your time gets hijacked, your default can’t become empty space or reactive busywork—it must return to the high-leverage actions that move instruction forward. The episode also digs into the danger of fear-based leadership, where leaders take the weight of school success on themselves. TJ and Joe stress that school improvement is a collective outcome and that culture strengthens through coherence and collective clarity, not pressure and control. They encourage leaders to build and develop strong leadership teams, align professional learning and feedback to clear priorities, and create shared language around what quality instruction looks like. To close, TJ and Joe offer actionable guidance for leaders entering new roles: secure coaching support, read widely—especially about what works in schools—and focus on fundamentals. Joe adds a powerful reminder for sustainability: define the standards you want your school to embody, and when the work feels heavy, reconnect to your “why” by visiting classrooms where great teaching and learning are happening. Those moments, he says, re-center leaders faster than any mantra. STAY CONNECTED WITH TJ VARI & JOSEPH JONES: You can connect with TJ and Joe, explore their services, and learn more about their work here: * Website: https://theschoolhouse302.com [https://theschoolhouse302.com] * Email: contact@theschoolhouse302.com * Book (featured): Time, Tools, and Tactics of Instructional Leadership (available wherever books are sold) The post PMP503: Time, Tools, and Tactics of Instructional Leadership with TJ Vari & Joseph Jones [https://williamdparker.com/2026/pmp503-time-tools-and-tactics-of-instructional-leadership-with-tj-vari-joseph-jones/] appeared first on Principal Matters [https://williamdparker.com].

MONDAY MATTERS with Jen Schwanke and Will Parker – The Perspective Question

This week’s episode of Monday Matters is about shifting one’s perspective. Will Parker and Jen Schwanke consider a question about perspective that Jen recently wrote about in her newsletter. The question is: “If every person in the world wrote down their problems and put them in a hat, would you risk taking on someone else’s problems or would you keep yours?”. Will and Jen reflect on the question and talk about how educators can apply this question to problems faced by their schools and their students. Listen in to hear the full conversation! This episode was inspired by one of Jen Schwanke’s newsletters. You can check out the post here [https://jen-newsletter-c4287d.beehiiv.com/p/perspective?utm_source=jen-newsletter-c4287d.beehiiv.com&utm_medium=newsletter&utm_campaign=perspective&_bhlid=ea5c3770f8cfbfc9214ce71d0b9f80677c43f229]. The post MONDAY MATTERS with Jen Schwanke and Will Parker – The Perspective Question [https://williamdparker.com/2026/monday-matters-with-jen-schwanke-and-will-parker-the-perspective-question/] appeared first on Principal Matters [https://williamdparker.com].