Episodes

What do you do when a talented employee keeps making the same mistakes? How many conversations do you have before deciding it's time to move on? In this solo episode of Leaning Into Leadership, Dr. Darrin Peppard challenges the idea that employee accountability should be synonymous with punishment. Instead, he explores how leaders can use clarity, intentionality, and consistent feedback to help struggling employees grow while maintaining high expectations. Drawing from his experience as a scho...

When a parent sees your school’s number on their phone, what do they expect to hear? That answer might tell you something important about the relationship you’ve built. In episode 306 of Leaning Into Leadership, Dr. Ted Huff joins Darrin for a conversation about moving family engagement beyond fundraising and building partnerships grounded in trust, listening, and shared hopes for students. Ted brings 31 years of experience as a teacher, assistant principal, and principal. He and Darrin first...

You know the work matters. You want to get into classrooms, address that difficult conversation, or revisit the priorities your team identified back in August. So what keeps getting in the way of beginning? In this special midweek episode of Leaning Into Leadership, Darrin Peppard shares a conversation with a principal during a coaching visit in Omaha, Nebraska. One observation—“It’s the start that stops most people”—becomes a challenge to examine the leadership work we keep putting off. The C...

Being busy can feel like progress. Having answers can feel like confidence. Keeping your door open can feel like good leadership. But when was the last time you stopped to question whether those habits are helping you lead? Dr. Christopher Jones returns to Leaning Into Leadership after first joining the show in episode 42. A veteran high school principal, Chris brings honest stories and practical ideas from his new book, The Leadership Riddle: A Leader’s Guide to Growing Without Losing Yourself...

What does it mean to face life's most difficult storms rather than run from them? And how do the challenges we experience personally shape the way we show up as leaders? In this powerful and deeply personal episode of Leaning Into Leadership, Darrin sits down with longtime friend, fellow University of Wyoming doctoral graduate, and retired high school principal Craig Woodall, author of Overcome. Craig spent 30 years in public education, including his final 12 years as principal of Rocky Mounta...

What happens when the person everyone turns to needs someone to turn to? October is National Principals Month, and Dr. Darrin Peppard is sharing one of his most personal leadership stories yet. During his years as a high school principal, Darrin once drove to the top of a mountain for one simple reason: he needed somewhere he could scream. It was a moment that reflected the emotional weight of leading a school, carrying confidential information, navigating difficult decisions, and supporting an...

What separates a group of talented people from a truly great team? In Episode 301 of Leaning Into Leadership, Darrin sits down with executive coach and global educator Gaby Jordan to explore what it takes to build what she calls champion teams—teams grounded in connection, honesty, trust, and a shared commitment to something bigger than themselves. Gaby brings a unique perspective to leadership. After practicing law for 15 years in Midtown Manhattan, she transitioned into business, executive c...

Three hundred episodes. For this milestone edition of Leaning Into Leadership, I wanted to do something different. Instead of looking back by myself, I invited six incredible leaders—and people who have become an important part of my own journey—to join me for a conversation about leadership, growth, relationships, and the people who help us become better versions of ourselves. Joining me for Episode 300 are Jason Ryan, Katie Kinder, Todd Bloomer, Bentli Lewis, Josh Tovar, and Brandon Beck. Ev...

What if flourishing at work didn't require a massive life overhaul? In this episode of Leaning Into Leadership, Darrin welcomes back speaker, educator, and soon-to-be author Phil Januszewski for a high-energy conversation about happiness, relationships, and the small choices that can make demanding work more sustainable. After 20 years in the classroom, Phil stepped away from teaching to speak full time — or, as he puts it, he “quit my job to help other teachers not quit theirs.” His work now ...

What if resistance isn’t something leaders need to overcome? In Episode 298 of the Leaning Into Leadership Podcast, Darrin sits down with Becca Silver, CEO and founder of The Whole Educator and author of The Resistance Solution, for a powerful conversation about what is really happening when educators push back against change. Becca challenges leaders to stop labeling people as “resistant” and instead recognize that resistance is an experience people move through. Rather than relying on compli...

What happens when growth doesn’t solve your problems—but actually makes them bigger? In Episode 297 of Leaning Into Leadership, Dr. Darrin Peppard sits down with entrepreneur, Marine veteran, and business leader Ron Nussbaum for a conversation about entrepreneurship, problem solving, challenging the status quo, and what it really takes to build something that matters. Ron shares the story behind BuilderComs and the realization that changed the way he thought about growth: if you scale your org...

What if the goal of great teaching isn’t getting students to comply, but creating the conditions where they genuinely want to engage? In this episode of Leaning Into Leadership, Dr. Darrin Peppard sits down with educator, school leader, author, and founder of Terry Leadership Group, Kendall Terry, for a conversation about what happens when schools stop focusing primarily on what teachers are doing and start paying closer attention to what students are actually learning. Kendall shares his expe...

Leadership comes with expectations. Be steady. Be available. Support your people. Make the difficult decisions. Carry the pressure. But what happens when the person everyone looks to for support needs support too? In this episode of Leaning Into Leadership, Darrin sits down with organizational psychologist, former therapist, and author Melissa Doman for an honest and practical conversation about leadership mental health, communication, emotional intelligence, and what sustainable leadership ac...

The beginning of a school year brings an energy that is hard to match. The building is ready, staff members are reconnecting, priorities have been established, and leaders walk into the year determined to lead with clarity and intentionality. Then the students arrive. Suddenly the emails pile up, meetings fill the calendar, parent concerns emerge, staffing challenges demand attention, and the urgent begins competing with what you said mattered most. In this special midweek episode of Leaning ...

Episode 293 of Leaning Into Leadership is a conversation about something every leader needs to understand: we lead humans, and humans bring their experiences, emotions, stress, and trauma with them to work. Darrin sits down with licensed clinical social worker, speaker, author, and military leader Stacy Nation to explore what trauma-informed—and ultimately trauma-restorative—leadership can look like in schools. Stacy challenges leaders to move beyond simply knowing that trauma exists and begin ...

Sometimes the biggest opportunities in life begin with the smallest moments. For Bradlee Skinner, it started with a selfie at a Savannah Bananas game. That one interaction eventually led him from the classroom to becoming a plaza DJ for the Savannah Bananas and Texas Tailgators. But this conversation isn't really about baseball—it's about leadership, courage, relationships, and choosing to say "Why Not?" instead of asking "What If?" Joining Darrin are Bradlee and Melissa Skinner, two incredibl...

As leaders prepare to welcome staff back for a new school year, many spend hours refining presentations, updating strategic plans, and perfecting opening-day messages. But what if the most powerful thing your staff needs isn't a polished speech—it's your passion? In this personal birthday episode, Dr. Darrin Peppard shares how a day spent Jeeping through Rocky Mountain National Park, Grand Lake, and the Colorado mountains reminded him of the importance of reconnecting with the things that make ...

As another school year begins, principals across the country are busy preparing classrooms, finalizing schedules, reviewing procedures, and checking countless items off their opening-week to-do lists. But what if the most important preparation has nothing to do with the building? In this solo episode, Dr. Darrin Peppard challenges school leaders to stop asking, "Is the school ready?" and begin asking, "Am I ready?" Drawing from his own experiences as a principal, superintendent, and leadership...

Leadership growth isn't always about discovering a new strategy. More often, it's about becoming aware of something that has been true all along. In this solo episode, Dr. Darrin Peppard shares two defining leadership stories that changed the way he thinks about coaching, feedback, and personal growth. From a simple conversation with a superintendent that forever changed his communication style to a coaching experience that revealed the hidden system keeping a leader overwhelmed, this episode e...

Relationships don't happen by accident. The strongest classrooms, teams, and organizations are built through intentional habits that communicate one simple message: You matter here. In Episode 288 of Leaning Into Leadership, Darrin sits down with veteran educator, football coach, and leadership speaker Tom Walls to discuss the power of what he calls microinclusions—small, repeatable actions that create belonging, trust, and buy-in without requiring hours of preparation. Drawing from more than 3...

What if one of the most powerful leadership lessons isn't found in the principal's office—but inside a classroom? In this episode, Dr. Darrin Peppard sits down with educator, author, and Teaching Inside Out founder Kim Gameroz to discuss why intentionality—not simply strategy—is what transforms classrooms, educators, and school culture. Kim shares the inspiration behind her book Becoming the BISON, explains why bison run into storms instead of away from them, and introduces her powerful framew...

Leadership isn’t just about the impact you create today. It’s about the leaders you prepare for tomorrow. In this annual shared episode, Dr. Darrin Peppard sits down with fellow leadership coach, author, and podcast host Joshua Stamper for a powerful conversation about one of the most important responsibilities of leadership: developing the next generation of leaders. Darrin and Joshua begin by reflecting on transitions, stress, and the reality every leader faces — even the best plans encounter...

What does effective school leadership look like in a rapidly changing world? In this episode of Leaning Into Leadership, Darrin Peppard sits down with Debra Wilson, President of the National Association of Independent Schools (NAIS), for a thoughtful conversation about leadership, organizational alignment, AI, demographic shifts, and the future of education. Drawing on more than two decades of experience supporting school leaders, Debra shares why today's educational challenges require leaders...

What does it take to build a leadership team that truly works? In this episode of Leaning Into Leadership, Dr. Darrin Peppard sits down with Marlene Rombach, Rocio Rhoads, and Christina Shires—the leadership team at Locust Grove Middle School in Locust Grove, Virginia—to reflect on their first year leading together. With a first-year principal, a first-year assistant principal, and an assistant principal stepping into a significantly expanded role, this team faced enormous challenges from day ...