Podcasts by Category
We all want to see successes in both our personal and professional lives. Often, that requires strong leadership. In a time when leadership can be more challenging than ever, this podcast is dedicated to cultivating leaders by elevating the voices of leaders and promoting positivity. Join Dr. Darrin Peppard, lifelong educator and best-selling author, for this mixed platform podcast (some solo, some guest interview) for inspiration and insight, and some great leadership stories from those are living it, excelling at it, and celebrating it. Together, let's lean into leadership.
- 298 - Episode 297: Stop Accepting “That’s Just the Way It Is”
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 organization without solving the problems already inside it, you’re simply scaling those problems too.
That lesson reaches far beyond entrepreneurship.
Darrin and Ron explore why leaders sometimes become comfortable tolerating things that are merely “okay,” why challenging the status quo doesn’t mean changing everything, and why one of the most important questions a leader can ask is, “What problem are we actually trying to solve?”
Ron also shares the thinking behind Ask a Shop Owner, a platform designed to give small business owners actionable guidance and accountability when they encounter real-world business challenges.
The conversation closes with an important reality about entrepreneurship and leadership: every meaningful pursuit involves trade-offs. The goal isn’t to avoid them. It’s to intentionally choose the trade-offs that move you toward the life, organization, and outcomes you actually want.
In this episode:
Why leaders need to stop scaling problemsChallenging “that’s just the way we’ve always done it”Finding the real problem before searching for solutionsWhy growth can magnify existing organizational weaknessesTurning experience and knowledge into actionable plansThe role accountability plays in creating resultsWhy entrepreneurship requires uncomfortable trade-offsChoosing freedom, stability, and the outcomes that matter mostExpanding the reach of your leadershipRon’s challenge is simple but powerful: don’t accept a problem simply because everyone else has learned to live with it. Challenge it. Solve it. Then scale the solution.
This Episode Is Sponsored by HeyTutor
HeyTutor partners with schools and districts to provide high-impact, in-person tutoring in literacy and math, giving students targeted support alongside the work of classroom teachers.
Learn more about how HeyTutor can support student learning in your school or district at HeyTutor.com
Sun, 06 Sep 2026 - 33min - 297 - Episode 296: Beyond Compliance - Building Classrooms Where Students Want to Engage
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 experience helping build Clayton-Bradley Academy from its early years and the unique opportunity that came with designing educational systems from the ground up. Rather than inheriting decades of “this is how we’ve always done it,” Kendall and his colleagues were able to ask a different question: What does research tell us about how the brain learns, and how should that change what happens in our classrooms?
That question eventually helped shape the Learning-Centered School Model, where the learner—not the teacher, the curriculum, or the test—is at the center of instructional decisions. Kendall and Darrin explore what that actually looks like in practice, from something as simple as welcoming every student into the classroom to making learning relevant, interactive, safe, and meaningful.
The conversation then moves into Kendall’s BRACE Framework, five conditions that can dramatically influence engagement:
B — Belonging: Students and teachers need to know they are valued and that their voices matter.
R — Relevance: Learners need to understand what they are learning and why it matters.
A — Agency: Students and teachers need autonomy, ownership, and opportunities to create, try, fail, and try again.
C — Challenge: Learning should stretch people appropriately while providing the support necessary for success.
E — Engaged Response: Learning isn’t a one-and-done transaction. Students need opportunities to respond, receive feedback, revisit their thinking, and continue until they reach mastery.
For school leaders, BRACE also provides another powerful opportunity: shifting classroom walkthroughs and instructional feedback away from simply looking for compliance and toward identifying the conditions that produce authentic student engagement. As Kendall points out, students can comply because they don’t want to get in trouble—or they can engage because the learning experience is meaningful enough that they actually want to participate. Those are very different outcomes.
Darrin and Kendall also dig into SMART habits and an important leadership truth: goals give us a destination, but habits determine whether we ever get there.
The challenge isn’t deciding that we want greater belonging, stronger engagement, or improved student achievement. The challenge is determining what we will actually do on a Tuesday afternoon when the fire drill just ended, students are bouncing off the walls, and the big strategic goal is the furthest thing from our minds.
Kendall suggests starting incredibly small. Want to increase belonging? Build the habit of greeting every student by name. Then connect the behavior to a predictable trigger: If class is beginning, then I will greet every student who enters my classroom by name.
Small. Repeatable. Intentional.
And over time, potentially transformational.
Finally, Kendall answers the question every guest on Leaning Into Leadership receives: How are you leaning into leadership right now?
His answer is one every leader should consider: listening.
Not listening while preparing the next response. Not listening long enough to tell someone why they're wrong. But listening with the genuine intention of understanding another person's perspective, experience, and situation.
Because belonging begins when people believe their voice actually matters.
In This Episode
Why student learning—not teacher performance—should be at the center of instructional decisionsHow brain research can influence everyday classroom practiceWhy greeting students and creating predictability matter more than we sometimes realizeThe difference between student compliance and genuine engagementKendall's BRACE Framework for increasing engagementHow belonging, relevance, agency, challenge, and engaged response work togetherWhy leaders can use BRACE to strengthen classroom walkthroughs and feedbackThe limitations of setting goals without intentionally developing habitsHow small, repeatable habits can create significant changeWhy leaders need to listen to understand instead of listening to respondConnect with Kendall Terry:
Terry Leadership Group and the BRACE resources are available through Kendall's website, and he also shares his work on LinkedIn, Facebook, and Instagram.
This Episode Is Sponsored by HeyTutor
HeyTutor partners with schools and districts to provide high-impact, in-person tutoring in literacy and math, giving students targeted support alongside the work of classroom teachers.
Learn more about how HeyTutor can support student learning in your school or district at HeyTutor.com.
Sun, 30 Aug 2026 - 35min - 296 - Episode 295: Who Takes Care of the Leader? with Melissa Doman
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 actually looks like.
Melissa challenges the idea that leaders should simply absorb the pressure that comes with the role. Instead, she argues that organizations need to humanize leaders and give them permission to communicate their needs, acknowledge their capacity, and access the same resources they are expected to provide for everyone else.
Darrin and Melissa explore the popular idea that “leaders eat last” and why servant leadership can become unhealthy when leaders interpret service as sacrificing themselves for everyone around them. Sustainable leadership requires leaders to care for others and manage their own emotional and cognitive capacity.
The conversation gets incredibly practical as Melissa introduces the idea of communicating capacity — being able to tell your team honestly where you are and what you can realistically handle. If you're operating at 30 or 40 percent on a particular day, your team doesn't need you to pretend you're at 100. They need clarity about what they can expect from you.
Darrin and Melissa also discuss:
Why emotional intelligence, communication, and constructive conflict should be considered core professional developmentWhy policies and procedures aren't enough if people haven't learned how to communicate effectivelyThe danger of practicing servant leadership to your own detrimentHow leaders can give team members permission to speak up when something seems differentWhy curiosity is more productive than immediately judging a leader's behaviorHow to communicate your capacity without using it as an excuse for poor performanceThe difference between mission-critical priorities and manufactured emergenciesStephen Covey's circles of control, influence, and concernCreating personal mental well-being non-negotiables that actually work for youWhy leadership peer-support networks should exist inside organizationsThe importance of leaders modeling the use of the resources they encourage their employees to useWhy leadership can become incredibly lonely — and why leaders need other leaders who understand what it means to “sit in the chair”Melissa also shares insights from her book Cornered Office: Why We Need to Talk About Leadership Mental Health, along with the upcoming Wiley re-release of Yes, You Can Talk About Mental Health at Work: Here's Why (and How to Do It Really Well).
And because this is Leaning Into Leadership, the conversation somehow also includes salsa dancing, inflatable Velociraptors, ABBA…and the first-ever Chewbacca impression in podcast history. Well, at least in this podcast's history.
About Melissa Doman
Melissa Doman is an organizational psychologist, former therapist, author, speaker, and consultant who teaches organizations, leaders, and employees the practical skills needed to talk about mental health, communication, and team dynamics at work. Her clients range from global organizations to professional sports teams, mid-sized companies, and small businesses around the world.
Her latest book, Cornered Office: Why We Need to Talk About Leadership Mental Health, explores the often-overlooked emotional and cognitive realities of leadership and challenges organizations to include leaders in conversations and systems designed to support workplace mental health.
Connect with Melissa
Website: melissadoman.com
LinkedIn: Melissa Doman
Instagram: @thewanderingmel
Mentioned in This Episode
Cornered Office: Why We Need to Talk About Leadership Mental Health (link)
Yes, You Can Talk About Mental Health at Work: Here's Why (and How to Do It Really Well) — re-releasing from Wiley on September 29, 2026.
This Episode Is Sponsored by HeyTutor
HeyTutor partners with schools and districts to provide high-impact, in-person tutoring in literacy and math, giving students targeted support alongside the work of classroom teachers.
Learn more about how HeyTutor can support student learning in your school or district at HeyTutor.com.
Sun, 23 Aug 2026 - 43min - 295 - Episode 294: 5 Leadership Traps to Avoid as the School Year Begins
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 Into Leadership, Dr. Darrin Peppard challenges school leaders to recognize five common leadership traps that can quietly derail their best intentions during the opening weeks of school.
Darrin explores why presence is different from simply being visible, how the Cycle of Chaos can allow urgency to rewrite your priorities, and why communicating something once doesn't mean people understand it. He also challenges leaders to stop solving every problem themselves and to recognize the important difference between giving someone grace and simply avoiding a necessary conversation.
The five leadership traps:
- Retreating to your office once students arriveLetting urgency rewrite your prioritiesAssuming everyone understood the opening-day messageTrying to solve every problem personallyWaiting too long to address something you already know isn't right
At the center of the episode is one question every school leader should consider as the year gets underway:
Is the leader you're becoming in September the same leader you intended to be at the beginning of August?
You probably won't lose your school year in the first few weeks. But you can establish habits during those weeks that you'll spend the rest of the year trying to undo.
Be intentional now. Protect what matters. And go have a Road to Awesome year.
In This Episode
Why presence matters more than performative visibilityHow the urgent can quietly replace your real leadership prioritiesWhy your calendar tells the truth about what you valueThe difference between communicating a message and creating clarityHow solving every problem can actually weaken the people around youWhy servant leadership is about empowerment, not doing everything for othersThe difference between grace and avoidanceWhy addressing small issues early protects the culture you're trying to createHow to recognize leadership drift before it becomes your new normalKey Takeaways
“You can't recognize what you never see.”
“Your calendar is going to tell the truth about your priorities long before your mission statement ever will.”
“Don't confuse delivering a message with creating clarity.”
“Don't just solve problems. Build problem-solvers.”
“What we tolerate teaches a lesson.”
“Clarity early is almost always easier than making corrections later.”
This Episode Is Sponsored by HeyTutor
HeyTutor partners with schools and districts to provide high-impact, in-person tutoring in literacy and math, giving students targeted support alongside the work of classroom teachers.
Learn more about how HeyTutor can support student learning in your school or district at HeyTutor.com.
Wed, 19 Aug 2026 - 22min - 294 - Episode 293: The Human Side of Leadership with Stacy Nation
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 creating environments built around safety, connection, relationships, and restoration. As she explains, one of the most important resiliency factors is having a positive, caring relationship—which makes relationship-building far more than a “soft” leadership skill.
The conversation also turns toward the adults in our schools. Are teachers able to meet their own basic needs during the day? What happens after a difficult interaction with a student? Do leaders create conditions that help adults regulate themselves before asking them to help students do the same? Stacy makes the case that supporting adults and maintaining high expectations are not competing ideas.
Darrin and Stacy also dig into neuroscience and leadership, including the difference between the reasoning and emotional functions of the brain, why certain questions can immediately create defensiveness, and how leaders can communicate differently when emotions are running high.
Stacy shares the story behind her book, What Really Happens in Therapy Behind Closed Doors: A Guided Journey to Healing, and how her experiences as a therapist, military member, parent, and someone navigating her own family story shaped the work.
Finally, the conversation comes back to leadership: creating shared language around emotional regulation, moving from reactive to proactive approaches with students, and recognizing that meaningful change requires more than a one-day training.
In this episode, you’ll hear about:
The difference between trauma-informed and trauma-restorative practicesWhy relationships are a critical resiliency factorCreating environments where adults can regulate and perform at their bestWhy supporting people does not mean lowering expectationsWhat leaders should understand about the reasoning and emotional brainWhy Stacy encourages leaders to replace “Why?” with “Help me understand”Using shared language around regulation throughout a schoolMoving from reactive responses to proactive supportWhy leaders need to live—not simply model—the practices they expect from othersStacy sums up her approach to leadership beautifully near the end of the conversation: leadership changes when what we teach becomes integrated into how we actually live and lead.
Connect with Stacy Nation:
Website: gobeyou.org
Instagram: Stacy G Nation
Facebook: Stacy Nation / Stacy G Nation
LinkedIn: Stacy Nation
YouTube: Search Stacy Nation or Stacy York
Book: What Really Happens in Therapy Behind Closed Doors: A Guided Journey to Healing
Sponsor Spotlight
This episode is proudly sponsored by HeyTutor.
HeyTutor partners with school districts across the country to provide high-dosage tutoring in mathematics and English language arts. Their comprehensive approach—including recruiting, training, scheduling, and managing tutors—allows educators to focus on what they do best while accelerating student learning.
Learn more by visiting: heytutor.com
Connect with Darrin
If this episode challenged your thinking, I'd love to hear from you.
What's one piece of feedback that changed the way you lead?
Connect with me on LinkedIn or visit https://darrinpeppard.com/ to continue the conversation.
If you enjoyed this episode, please subscribe, leave a review, and share it with another leader who could benefit from this message.
Sun, 16 Aug 2026 - 33min - 293 - Episode 292: Why Not? A Leadership Mindset That Changes Everything
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 incredible educators who have built careers around creating meaningful experiences for students while embracing growth, creativity, and intentional leadership. Together they share the philosophy that has begun shaping every area of their lives and why that simple mindset shift has opened doors they never imagined.
Along the way, they discuss:
How one small decision can completely change your future.Why educators should never underestimate the impact of seemingly ordinary moments.Melissa's powerful "Dot" tradition that reminds students they matter.The leadership culture behind the Savannah Bananas and Fans First Entertainment.What schools can learn about creating unforgettable experiences.Why high expectations are one of the greatest gifts leaders can give.How embracing mistakes creates healthier organizations.The difference between living with "What If?" and living with "Why Not?"Whether you're leading a school, a business, or your own family, this episode is a reminder that leadership often begins by saying yes to opportunities before you're completely ready.
In This Episode
The selfie that unexpectedly changed Bradlee's career.Building a classroom where every student feels seen.Lessons from the Savannah Bananas' culture of intentional leadership.Why "Plus the Experience" is a leadership principle every organization should embrace.Creating environments where people are encouraged to learn through failure.Living a life guided by "Why Not?"Connect with Today's Guests
Bradlee Skinner
Instagram/Facebook/TikTok/X: @BradleeWSkinnerDJ Brand: @DJPhonyStarkMelissa Skinner
Facebook: Ms. Melissa SkinnerInstagram: @IncredibleSkinnerTikTok: @MrsMamaSkinnerSponsor Spotlight
This episode is proudly sponsored by HeyTutor.
HeyTutor partners with school districts across the country to provide high-dosage tutoring in mathematics and English language arts. Their comprehensive approach—including recruiting, training, scheduling, and managing tutors—allows educators to focus on what they do best while accelerating student learning.
Learn more by visiting: https://heytutor.com/?utm_source=RTA&utm_medium=RTA&utm_campaign=RTA
Connect with Darrin
If this episode challenged your thinking, I'd love to hear from you.
What's one piece of feedback that changed the way you lead?
Connect with me on LinkedIn or visit https://darrinpeppard.com/ to continue the conversation.
If you enjoyed this episode, please subscribe, leave a review, and share it with another leader who could benefit from this message.
Sun, 09 Aug 2026 - 25min - 292 - Episode 291: Live Your Passion Out Loud
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 us come alive. That experience led him to reflect on a conversation with a school administrator whose passion for students was impossible to ignore—and why that same authentic energy is exactly what every leader should bring to their team.
This episode is an invitation to stop hiding what matters most and begin leading with genuine conviction. Because while people may respect competence, they are inspired by leaders who care deeply and aren't afraid to show it.
In this episode, you'll learn:
Why authentic passion is one of a leader's greatest strengths.How your enthusiasm gives others permission to care.The difference between delivering a polished message and speaking from conviction.Why reconnecting with passions outside of work makes you a better leader.A simple challenge to help you inspire your staff before the school year begins.Key Takeaways
People don't follow perfection—they follow conviction.Passion is contagious, but so is indifference.Your staff needs more than your plans; they need to see what truly matters to you.The passions that restore you personally often strengthen you professionally.Leadership isn't about managing your passion—it's about modeling it.Resources & Links
• Learn more about Road to Awesome
• Connect with Dr. Darrin Peppard on LinkedIn
Resources & Links
• Learn more about Road to Awesome
• Connect with Dr. Darrin Peppard on LinkedIn
Sponsor Spotlight
This episode is proudly sponsored by HeyTutor.
HeyTutor partners with school districts across the country to provide high-dosage tutoring in mathematics and English language arts. Their comprehensive approach—including recruiting, training, scheduling, and managing tutors—allows educators to focus on what they do best while accelerating student learning.
Learn more by visiting this link: https://heytutor.com/?utm_source=RTA&utm_medium=RTA&utm_campaign=RTA
Connect with Darrin
If this episode challenged your thinking, I'd love to hear from you.
What's one piece of feedback that changed the way you lead?
Connect with me on LinkedIn or visit https://darrinpeppard.com/ to continue the conversation.
If you enjoyed this episode, please subscribe, leave a review, and share it with another leader who could benefit from this message.
Sun, 02 Aug 2026 - 15min - 291 - Episode 290: Before Staff Returns
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 coach, Darrin shares five commitments that will help leaders prepare themselves before they prepare everyone else. Rather than offering another opening-week checklist, this conversation focuses on the mindset, habits, and intentional leadership practices that shape school culture throughout the entire year.
In this episode, you'll discover:
Why preparing yourself matters more than preparing the buildingHow to identify the three priorities that should drive your leadershipWhy leadership team alignment creates consistency and trustHow to design opening experiences that inspire teachers instead of overwhelming themPractical strategies to protect your calendar from the "cycle of chaos"Why your presence during difficult moments shapes culture more than your plansThree reflection questions every principal should answer before staff returnsWhether you're entering your first year as a principal or your twentieth, this episode will help you begin the school year with greater clarity, intentionality, and purpose.
Key Takeaway:
"You are not preparing the building. You are preparing yourself and your leadership team to lead the people who will make the building successful."
Resources & Links
• Learn more about Road to Awesome
• Connect with Dr. Darrin Peppard on LinkedIn
Sponsor Spotlight
This episode is proudly sponsored by HeyTutor.
HeyTutor partners with school districts across the country to provide high-dosage tutoring in mathematics and English language arts. Their comprehensive approach—including recruiting, training, scheduling, and managing tutors—allows educators to focus on what they do best while accelerating student learning.
Learn more by visiting the link above.
Connect with Darrin
If this episode challenged your thinking, I'd love to hear from you.
What's one piece of feedback that changed the way you lead?
Connect with me on LinkedIn or visit https://darrinpeppard.com/ to continue the conversation.
If you enjoyed this episode, please subscribe, leave a review, and share it with another leader who could benefit from this message.
Sun, 26 Jul 2026 - 37min - 290 - Episode 289: The Blind Spots Holding Leaders Back
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 explores one powerful truth:
Awareness changes everything.
You'll discover why every leader has blind spots, why your team may see things you cannot, and why trusted coaches, mentors, and colleagues are so essential to continued growth.
If you're committed to becoming a more intentional leader, this conversation will challenge you to stop asking, "How am I doing?" and start asking, "What am I not seeing?"
In This Episode
Why one sentence from a superintendent transformed Darrin's leadershipThe difference between our intentions and the experience others have with usWhy leadership breakthroughs come from awareness—not simply learning moreThe coaching conversation that revealed the real source of one leader's overwhelmHow organizational systems become invisible over timeWhy every leader has blind spotsThe difficult truth about feedback and positional leadershipWhy coaches don't exist to fix leaders—they help leaders seeHow servant leadership can unintentionally become a bottleneckThe one question every leader should ask someone they trustMemorable Quotes
"Learning adds information. Awareness changes perspective. Perspective changes behavior."
"Your staff knows what your blind spots are, but they may not feel it is okay to point them out."
"Leadership isn't about becoming perfect. It's about becoming more aware."
"Leadership isn't limited by what we know. It's often limited by what we don't yet know about ourselves."
"Sometimes the first condition we need to create is one where we can see ourselves more clearly."
Resources & Links
Learn more about Road to Awesome: https://roadtoawesome.netConnect with Dr. Darrin Peppard on LinkedInLearn more about HeyTutor: https://heytutor.com/?utm_source=RTA&utm_medium=RTA&utm_campaign=RTASponsor
This episode is proudly sponsored by HeyTutor.
HeyTutor partners with school districts across the country to provide high-dosage tutoring in mathematics and English language arts. Their comprehensive approach—including recruiting, training, scheduling, and managing tutors—allows educators to focus on what they do best while accelerating student learning.
Learn more by visiting the link above.
Connect with Darrin
If this episode challenged your thinking, I'd love to hear from you.
What's one piece of feedback that changed the way you lead?
Connect with me on LinkedIn or visit RoadToAwesome.net to continue the conversation.
If you enjoyed this episode, please subscribe, leave a review, and share it with another leader who could benefit from this message.
Wed, 22 Jul 2026 - 12min - 289 - Episode 288: Building Belonging Through Microinclusions with Tom Walls
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 30 years of experience in classrooms and on football fields across the United States and Canada, Tom shares practical strategies that any leader can begin using immediately.
Among the topics discussed:
Why great culture is built through consistent daily rituals—not occasional big momentsThe surprising leadership power of a simple handshakeHow repetition creates belonging and shared identityWhy relationships—not lesson plans—became the most rewarding part of Tom's teaching careerThe importance of helping people feel seen, heard, and valuedWhy leaders should embrace finesse over force when influencing othersHow asking better questions uncovers the hidden learning gaps our students and staff may haveWhether you're a teacher, coach, principal, superintendent, or organizational leader, this conversation is a reminder that leadership often isn't about doing more—it's about being more intentional with the moments you already have.
About Tom Walls
Tom Walls is a veteran educator, football coach, and leadership speaker with more than 30 years of experience building student-led classrooms and championship-caliber football programs. His upcoming book, Coach Like a Teacher, Teach Like a Coach, explores how proven teaching strategies and coaching principles can be used to develop stronger classrooms, teams, and school communities. Tom presents internationally on leadership, team building, student engagement, and organizational culture.
Connect with Tom
LinkedIn:
http://linkedin.com/in/tom-wallsleadership
Substack:
http://thomaswalls.substack.com
Connect with Darrin Peppard
Website: https://roadtoawesome.net
LinkedIn: https://www.linkedin.com/in/darrinmpeppard
Learn more about coaching, consulting, keynote speaking, and leadership development opportunities through Road to Awesome.
Sponsor Spotlight:
This episode is sponsored by HeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor.com
Sun, 19 Jul 2026 - 38min - 288 - Episode 287: Becoming the BISON - Leading Classrooms with Intention with Kim Gameroz
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 framework:
Be Intentional So Others Notice.
Together, Darrin and Kim explore how predictable systems, emotional safety, and consistent routines help students—and educators—thrive.
Whether you're a classroom teacher, instructional coach, principal, or district leader, this conversation offers practical ideas you can implement immediately.
In this episode you'll hear:
Why intentional leadership starts with predictable experiencesThe story behind Becoming the BISONHow teachers can use feelings to guide classroom expectationsWhy consistency creates emotional safetyPractical strategies for smoother classroom transitionsSupporting neurodiverse learners through intentional systemsBuilding teacher confidence through community and coachingLessons Kim has learned growing two successful education businessesWhy leaders should focus on creating conditions where teachers can do their best workConnect with Kim Gameroz
Website: https://www.kimgameroz.com/
Instagram: @kimgameroz
Teaching Inside Out: @teaching_inside_out
Facebook Community: Becoming the BISON
Book: Becoming the BISON
Connect with Darrin Peppard
Website: https://roadtoawesome.net
LinkedIn: https://www.linkedin.com/in/darrinmpeppard
Learn more about coaching, consulting, keynote speaking, and leadership development opportunities through Road to Awesome.
Sponsor Spotlight:
This episode is sponsored by HeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor.com
Sun, 12 Jul 2026 - 35min - 287 - Episode 286: Building the Bench - Growing the Next Generation of Leaders with Joshua Stamper
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 challenges. The difference is whether leaders have the clarity and intentionality to stay focused on the work that matters most.
From there, the conversation turns toward a question every organization should be asking:
Who are we intentionally preparing to lead next?
Darrin and Joshua share their own “tap on the shoulder” moments — those pivotal conversations where someone saw leadership potential in them before they saw it in themselves. They discuss why leaders have a responsibility to identify potential early and create pathways for others to grow.
They also explore why building leaders requires far more than assigning tasks. Covering events, managing duties, or checking off responsibilities does not develop leadership capacity. True leadership development happens when aspiring leaders are given authentic experiences, meaningful conversations, coaching, feedback, and opportunities to sit alongside current leaders.
In this episode, Darrin and Joshua discuss:
Why leaders have a moral obligation to grow future leadersThe power of identifying leadership potential earlyWhy a simple “tap on the shoulder” can change someone’s career trajectoryHow to create meaningful growth opportunities for aspiring leadersWhy leadership development must move beyond tasks and titlesThe importance of mentoring and coaching through mistakesHelping aspiring leaders gain confidence before they step into the roleWhy instructional leadership experiences are critical preparationHow leaders can build a stronger bench for the futureGreat leaders don’t just create followers. They create more leaders.
If we want stronger schools, stronger organizations, and stronger cultures, we have to stop waiting for leaders to appear — and start intentionally developing them.
Connect with Joshua Stamper
Website: joshstamper.com
Podcast: Aspire to Lead
Book/Work: The Language of Behavior
Connect with Dr. Darrin Peppard
Website: darrinpeppard.com
Road to Awesome: roadtoawesome.net
Sun, 05 Jul 2026 - 46min - 286 - Episode 285: The Future of School Leadership with Debra Wilson
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 to move beyond the traditional "hero leader" model and embrace the power of strong leadership teams.
Together, Darrin and Debra explore how schools can adapt to changing family expectations, navigate increasing complexity, and create meaningful educational experiences that prepare students for an uncertain future.
In This Episode
Debra's journey from attorney to education leaderThe evolution of school leadership over the past 25 yearsWhy leadership teams have become more important than everThe role of alignment in successful schools and organizationsHow demographic shifts are impacting educationWhat leaders should be considering about AI and the future of learningThe importance of creating meaningful educational experiencesWhy today's students need schools to think differentlyA powerful leadership lesson about seeking perspective and supportHow leaders can build systems that create long-term successKey Takeaway
"Nobody leads by themselves."
As schools become increasingly complex, leaders who build aligned teams, seek diverse perspectives, and focus on creating intentional experiences for students and families will be best positioned to thrive.
About Debra Wilson
Debra P. Wilson serves as President of the National Association of Independent Schools (NAIS). Prior to becoming president in 2023, she served as President of the Southern Association of Independent Schools (SAIS) and spent nearly two decades at NAIS as General Counsel, leading advocacy efforts, supporting schools through crises, and advancing best practices in governance and leadership.
Connect with Debra Wilson
LinkedIn:
https://www.linkedin.com/in/debrapwilson/
National Association of Independent Schools:
NAIS LinkedIn:
https://www.linkedin.com/company/nais/
New View EDU Podcast:
https://www.nais.org/resource-center/nais-podcasts/new-view-edu
Connect with Darrin Peppard
Website:
LinkedIn:
https://www.linkedin.com/in/darrinmpeppard
Learn more about coaching, consulting, keynote speaking, and leadership development opportunities through Road to Awesome.
Sponsor Spotlight:
This episode is sponsored by HeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor.com
Sun, 28 Jun 2026 - 39min - 285 - Episode 284: Great Schools Start with Great Leadership Teams
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 one. Yet through intentional communication, trust, coaching, and a commitment to shared leadership, they built a culture that allowed both staff and students to thrive.
This conversation is an honest look at leadership in action—the successes, the struggles, and the systems that make sustainable excellence possible.
In this episode, you'll hear:
Why trust is the foundation of every successful leadership teamHow vulnerability and accountability strengthen leadershipThe importance of role clarity and intentional communicationPractical systems that reduced discipline referrals by nearly 30%Why supporting teachers leads directly to better student outcomesHow coaching accelerated growth and prevented burnoutThe value of reflection, feedback, and continuous improvementWhy leadership teams need a "safe space" to process challenges togetherKey Takeaways
Leadership is a team sport.
Strong leadership isn't about having all the answers—it's about building relationships, communicating clearly, holding high expectations while providing high support, and creating systems that allow everyone to do their best work.
Throughout the conversation, Marlene, Rocio, and Christina demonstrate that the intentional creation of trust doesn't just make leadership more enjoyable—it makes schools more effective.
Memorable Quotes
"The team has to be strong for the school to be successful."
"If we're asking teachers to do something, they deserve to understand the why."
"High expectations only work when they're matched with high support."
"The more clarity we bring, the more efficiently our school can run."
Connect with Dr. Darrin Peppard
If this episode resonates with you, share it with another leader who believes that leadership teams have the power to transform schools.
Subscribe to Leaning Into Leadership wherever you listen to podcasts and learn more about leadership coaching, keynote speaking, and the ALIGN Framework at Road to Awesome.
Because leadership isn't about doing more.
It's about intentionally creating the conditions where other people can do their best work.
For leadership coaching, keynote speaking, leadership retreats, and weekly leadership insights, visit roadtoawesome.net or darrinpeppard.com
Sponsor Spotlight:
This episode is sponsored by HeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor.com
Sun, 21 Jun 2026 - 47min - 284 - Episode 283: Leadership Is the Intentional Creation of Conditions
What if leadership isn't about carrying more?
What if the true responsibility of a leader isn't solving every problem but intentionally creating the conditions where other people can do their best work?
In this special solo episode of Leaning Into Leadership, Dr. Darrin Peppard reflects on a week of leadership coaching, keynote speaking, and executive development that led him to articulate a philosophy that has quietly guided his work for years.
Building on the response to his recent blog, I Thought I Was Helping - A Perspective on Servant Leadership, Darrin challenges traditional assumptions about servant leadership, delegation, coaching, and what it really means to support the people we lead.
Instead of measuring leadership by how much we carry, this episode invites listeners to rethink leadership through the lens of clarity, coaching, systems, intentionality, and growth.
In this episode you'll discover:
Why many servant leaders become trapped in the Cycle of ChaosThe difference between creating dependence and creating capacityHow coaching conversations create lasting leadership growthWhy systems and intentionality matter more than constant problem-solvingThe leadership question that can transform every meeting and conversationA new philosophy that connects coaching, ALIGN, leadership teams, and intentional leadershipKey Takeaways
Great leaders create conditions instead of collecting responsibilities.Coaching is one of the greatest acts of servant leadership. Every meeting, conversation, expectation, and decision creates conditions that shape culture.Leaders escape the Cycle of Chaos when they stop doing everyone else's work and focus on developing people instead.Memorable Quotes
"Leadership is the intentional creation of conditions where other people can do their best work."
"The Cycle of Chaos happens when leaders stop creating conditions and start doing everybody else's work."
"Sometimes the most servant-hearted thing we can do is ask another question instead of providing another answer."
"Maybe leadership isn't measured by how much we carry. Maybe it's measured by how much capacity we create in others."
Connect
If this episode challenged your thinking, share it with another leader, leave a review, and subscribe to the podcast.
For leadership coaching, keynote speaking, leadership retreats, and weekly leadership insights, visit roadtoawesome.net or darrinpeppard.com
Sponsor Spotlight:
This episode is sponsored by HeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor.com
Wed, 17 Jun 2026 - 13min - 283 - Episode 282: The New School Leader's Playbook with Erika Bare & Tiffany Burns
Landing your first leadership position is exciting...until reality sets in.
The meetings, the emails, the difficult conversations, the angry parents, and the constant interruptions can quickly pull new administrators away from the work they were most excited to do: leading people and supporting learning.
In this episode of Leaning Into Leadership, Dr. Darrin Peppard is joined by Erika Bare and Tiffany Burns, experienced school leaders and co-authors, for a practical conversation about surviving—and thriving—in your first years of school leadership.
Together they share strategies for preparing for difficult conversations, building a trusted support network, protecting your time, and leading with intentionality rather than reacting to every urgent issue.
Whether you're stepping into your first assistant principal role, becoming a building principal, or mentoring a new leader, this episode is packed with immediately actionable advice.
In this episode, you'll learn:
Why every school leader needs a trusted "work bestie"How preparation reduces anxiety before difficult conversationsThe planning process that leads to more effective communicationCommon mistakes leaders make during challenging meetingsStrategies for working with frustrated parents and caregiversWhy attacking the problem—not the person—is essentialHow to respond when someone asks, "Do you have a minute?"Practical ways to protect your calendar and prioritize instructional leadershipWhy saying "no" is sometimes the best leadership decisionHow intentional time management creates better leaders and healthier livesMemorable Quotes
"Action is the antidote to anxiety."
"School leadership is not a solo sport."
"Never sacrifice the important at the altar of the urgent."
"You are worth so much more than a minute."
Connect with Erika Bare & Tiffany Burns
Visit Connecting Through Conversation for resources, blog posts, free planning guides, and information about their books and professional learning opportunities.
Facebookhttps://www.facebook.com/profile.php?id=100090370647418&mibextid=LQQJ4d
Instagramhttps://www.instagram.com/connectingthroughconversation/
Linked In Erika Barehttps://linkedin.com/in/erika-bare-6a72a6215
Linkedin Tiffany Burnshttps://linkedin.com/in/tiffany-burns-90a50a274
LinkedinCTChttps://www.linkedin.com/company/connecting-through-conversation/
Twitterhttps://twitter.com/CTCPlaybook.com
Youtubehttps://www.youtube.com/@CTCPlaybook
Sponsor Spotlight:
This episode is sponsored by HeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor.com
Sun, 14 Jun 2026 - 42min - 282 - Episode 281: Be the Light with Dr. Chris Culver
Dr. Chris Culver returns to Leaning Into Leadership for a powerful follow-up conversation centered around his new book, Be the Light: The Science of Kindness and the Power of Belonging.
If you enjoyed Chris's first appearance on Episode 214: The Science of Kindness, you're going to love where this conversation goes next. While Episode 214 explored the research behind kindness, this discussion takes a deeper look at how belonging, empathy, neuroscience, and intentional leadership can transform the cultures we create and the lives we touch.
In this episode, Darrin and Chris explore:
Why every person is wired for belongingHow kindness is a leadership strategy—not a weaknessThe connection between stress, burnout, and human connectionThe story behind Be the Light and its journey from darkness to hopeThe powerful "Light Manifesto" and what it means to choose kindness every dayA memorable classroom story that illustrates the importance of perspective and self-compassionThree practical strategies you can implement immediately:The six-second pauseGratitude as a daily leadership practiceSelf-affirmation and the power of positive identityThroughout the conversation, Chris reminds us that kindness isn't one more thing to add to our already overflowing to-do list—it is the thing that changes everything.
New to Dr. Chris Culver?
Be sure to go back and listen to Episode 214: The Science of Kindness, where we explore the research and foundations behind many of the ideas that inspired this new book. Together, these two conversations provide a powerful roadmap for leaders who want to build cultures rooted in connection, compassion, and belonging.
About Dr. Chris Culver
Dr. Christopher Culver is an author, keynote speaker, educator, and founder of Orange Sparrow, where he helps organizations transform through The Science of Kindness. A former teacher, principal, and district leader, Chris blends neuroscience, vulnerability, and leadership to help people create cultures rooted in belonging, compassion, and connection.
His newest book, Be the Light: The Science of Kindness and the Power of Belonging, provides research-backed insights and practical strategies for leaders, educators, and anyone looking to make a meaningful impact in the lives of others.
Key Takeaway
"Kindness is not one more thing. It is the thing that changes everything."
Connect with Dr. Chris Culver
🌐 Website: https://drchrisculver.com
🧡 Orange Sparrow: https://orangesparrow.org
📖 Be the Light: The Science of Kindness and the Power of Belonging
📚 The Orange Sparrow's Journey (English/Spanish edition with companion curriculum)
Previous Conversation with Dr. Chris Culver:
🎙️ Episode 214: The Science of Kindness – Explore the research, neuroscience, and foundational principles that sparked the ideas expanded upon in Be the Light.
Sponsor Spotlight:
This episode is sponsored by HeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor.com
Sun, 07 Jun 2026 - 25min - 281 - Episode 280: Leadership in the Age of AI with Molly Rosen
What does leadership look like when the world is changing faster than ever before?
In this episode of the Leaning Into Leadership podcast, Dr. Darrin Peppard sits down with Molly Rosen, Co-CEO of ProjectNext Leadership, for a powerful conversation about leadership transitions, succession development, organizational agility, and the growing impact of AI on leadership and workplace culture.
Molly works with leaders across industries including tech, biotech, and entertainment, helping organizations prepare leaders for critical next-level roles. Together, Darrin and Molly explore why the skills that make someone successful in one role often do not transfer automatically into leadership — and why emotional intelligence, communication, humility, and adaptability matter now more than ever.
The conversation dives into:
The transition from “player” to “coach” leadershipWhy many leaders struggle to let go of their previous roleThe dangers of over-relying on technical expertiseSuccession development and building leadership pipelinesHow AI is reshaping organizations and leadership expectationsThe importance of organizational agilityWhy leaders must communicate vision without pretending to have all the answers“Sketch-based advocacy” and collaborative leadershipThe role of empathy and emotional intelligence during uncertainty and changeWhy leadership today is more about building teams than directing themMolly also shares her own leadership growth journey and the importance of prioritization and sequencing ideas as a leader.
This episode is a must-listen for school leaders, organizational leaders, and anyone navigating leadership in rapidly changing environments.
About Molly Rosen
Molly Rosen is Co-CEO of ProjectNext Leadership. She has worked with leaders in tech, entertainment, and biotech for over 20 years as an executive coach, facilitator, and consultant developing innovative talent systems.
Her clients have included organizations such as Pixar, Airbnb, DocuSign, and Samsung, where she has helped leaders prepare for critical transitions and organizational change.
Molly previously held leadership roles with BlessingWhite and Ninth House Network and holds an MBA from UCLA Anderson and a BA from UC Berkeley.
Connect with Molly Rosen
LinkedIn: https://www.linkedin.com/in/mollyrosen/
Website: https://www.projectnextleadership.com/
Sponsor Spotlight:
This episode is sponsored by HeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor.com
Sun, 31 May 2026 - 33min - 280 - Episode 279: Burn the Script with Jo Lein
In this episode, Darrin sits down with leadership coach and new author Jo Lein to explore what really drives change in people and organizations—and why most coaching efforts fall short when they focus only on skills.
Jo introduces the concept of Disruptive Mindset Coaching, challenging leaders to move beyond surface-level fixes and address the beliefs that shape behavior.
Topics Covered:
The difference between skill gaps and belief barriersWhy people aren’t “uncoachable”—they’re often operating from protective patternsThe three common patterns that show up in resistant behavior:DetachingSurrenderingOvercompensatingHow identity, values, and skill all influence leadership behaviorWhy systems in education are built on underlying beliefs—and how those beliefs shape outcomesThe danger of compliance culture in schoolsWhat it means to “burn the script” as a leaderHow leaders can create environments where innovation and growth are possibleAbout Jo Lein:
Jo Lein is a leadership coach, writer, and educator who helps leaders break through limiting beliefs and transform practice. She is the author of Burn the Script, where she introduces her framework for Disruptive Mindset Coaching.
Connect with Jo:
TikTok & Instagram: @educoachbyjoSubstack: jolein.substack.comSponsor Spotlight:
This episode is sponsored by HeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor.com
Sun, 24 May 2026 - 32min - 279 - Episode 278: Compliance Can Control a Team. Alignment Can Transform One.
What happens when strong leaders slowly stop speaking?
In this reflective solo episode, Dr. Darrin Peppard explores the hidden cost of compliance-based leadership cultures and the long-term impact they can have on trust, alignment, and organizational health.
Drawing from personal leadership experiences, conversations with leaders around the country, and John Maxwell’s “Law of the Lid,” Darrin unpacks what happens when high-capacity leaders find themselves working in environments driven more by control and compliance than collaboration and alignment.
This episode is not about criticizing leaders. It’s about understanding how organizational cultures develop, why strong leaders sometimes disengage quietly, and how intentional alignment work can help teams rebuild trust and move forward together.
In this episode, Darrin discusses:
The difference between compliance-based and alignment-based leadershipJohn Maxwell’s “Law of the Lid” and how it impacts organizationsWhy strong leaders often become quieter instead of combativeThe emotional and cultural impact of low-trust leadership environmentsHow political behavior and silence slowly erode healthy cultureWhy leadership alignment matters more than forced complianceThe importance of creating trust, contribution, and shared ownershipHow leaders can still positively influence culture within their sphereKey Takeaways:
Compliance may create short-term control, but alignment creates long-term health.Silence inside leadership teams is often a warning sign, not a sign of agreement.Healthy organizations allow honest dialogue, healthy tension, and contribution.Leadership culture outlives individual leaders—for better or worse.Alignment work is intentional work.Sponsor
This episode is sponsored byHeyTutor.
HeyTutor partners with schools and districts nationwide to provide evidence-based high-dosage tutoring support in Math and ELA while helping schools remain intentional about staff capacity and student support systems.
Learn more here: HeyTutor
Wed, 20 May 2026 - 17min - 278 - Episode 277: Redefining Educator Professionalism with Dr. Nason Lollar
In this episode of Leaning Into Leadership, Darrin sits down with Dr. Nason Lollar to explore a topic often overlooked in leadership conversations—educator professionalism.
Drawing from his book The Five Principles of Educator Professionalism, Nason introduces the TRUST framework, a practical approach to connecting individual behaviors with school culture.
The conversation dives into how small, everyday actions—not just major incidents—shape the success, safety, and climate of a school.
Key Topics:
Why adult behavior—not student behavior—is often the real leadership challengeDefining professionalism as a contribution to school cultureThe TRUST framework:Teaching and learning firstRemain vigilant about safetyUnderstand communicationSeek personal balanceTake ownership of moraleThe difference between negatives vs. negativityWhy listening is one of the most overlooked leadership skillsMoving beyond “gotcha” leadership toward genuine supportThe power of acknowledgment in building staff moraleKey Takeaway:
Professionalism isn’t about compliance—it’s about clarity, consistency, and contribution. When leaders define what matters and support their people well, culture improves—and so does everything else.
Connect with Nason:
Blog: nasonlollar.wordpress.comX: @nasonlollarFacebook: Nason Lollar, AuthorSponsor Spotlight
This episode is sponsored by HeyTutor.
If improving student outcomes is part of your plan, don’t wait until the fall to build your support system.
HeyTutor provides high-dosage tutoring in Math and ELA—handling recruitment, training, and management—so your team can focus on impact.
Learn more at HeyTutor.com
Let’s Connect
If you’re working to move from planning to execution—and want to ensure your team stays aligned and focused throughout the year—Darrin can help.
Through coaching, leadership retreats, and team development, he supports leaders in building clarity, alignment, and lasting impact.
Sun, 17 May 2026 - 49min - 277 - Episode 276: The Leadership TAP with Dr. Joy Karavedas
In this episode, Darrin sits down with Dr. Joy Karavedas to explore what it really means to develop leaders intentionally—and why that “tap on the shoulder” can be life-changing.
Joy shares her journey into leadership and how her research revealed a powerful pattern: nearly every leader can point to a moment when someone saw their potential before they did.
The conversation dives into:
The importance of intentionally building a leadership pipelineWhy performance alone isn’t enough to identify future leadersThe reality of the “messy middle” and how leaders grow through itThe role of reflection in leadership development—and why most leaders skip itHow to give emerging leaders space to practice, fail, and growJoy also introduces her TAP framework:
Trust – The foundation of leadership that must be earned dailyAuthenticity – Knowing who you are as a leader and showing up with confidencePerformance – The skills and execution that can be developed over timeOne of the biggest takeaways?
A pat on the back might feel good—but a tap on the shoulder can change someone’s life.
This episode is a powerful reminder that leadership development isn’t accidental—it’s intentional.
Connect with Dr. Karavedas - https://drkaravedas.com/
Sponsor Spotlight
This episode is sponsored by HeyTutor.
If improving student outcomes is part of your plan, don’t wait until the fall to build your support system.
HeyTutor provides high-dosage tutoring in Math and ELA—handling recruitment, training, and management—so your team can focus on impact.
Learn more at HeyTutor.com
Let’s Connect
If you’re working to move from planning to execution—and want to ensure your team stays aligned and focused throughout the year—Darrin can help.
Through coaching, leadership retreats, and team development, he supports leaders in building clarity, alignment, and lasting impact.
Sun, 10 May 2026 - 33min - 276 - Episode 275: From Compliance to Connection — Rethinking Classroom Engagement with Megan Diede
In this episode, Darrin sits down with Megan Diede to unpack one of the most pressing challenges in schools today: authentic student engagement.
The conversation begins with a familiar frustration—classrooms full of students disengaged on devices—and quickly reframes the issue. It’s not about abandoning technology. It’s about being intentional and purposeful with instruction.
Megan introduces a powerful shift in thinking:
Engagement isn’t about activity—it’s about connection.
Together, they explore what it means to move beyond compliance-driven teaching and into classrooms where students are actively connected to their learning.
Key Takeaways:
Why the “paper vs. tech” debate misses the pointThe real issue isn’t the tool—it’s how it’s used.Connection over complianceMegan defines connection as the intentional bridge between people and purpose—and explains how it transforms instruction.What engagement actually looks likeIt’s not always loud or busy. Sometimes it’s quiet, focused, and deeply meaningful.The role of leadership in creating risk-safe environmentsTeachers need permission—and support—to try, fail, and refine their instruction.Small instructional shifts that create big impactEngagement doesn’t require a complete overhaul—just intentional adjustments.The power of team connection (the “coconut story”)A simple moment of problem-solving revealed how connection fuels collaboration and reduces stress.How leaders and instructional coaches can support teachersThrough clarity, alignment, modeling, and ongoing—not one-time—support.Connect with Megan Diede
Website: https://www.integratedk12.comInstagram: https://www.instagram.com/megandiedeLinkedIn: https://www.linkedin.com/in/megandiedeFacebook: https://www.facebook.com/integratedk12Sponsor Spotlight
This episode is sponsored by HeyTutor.
If improving student outcomes is part of your plan, don’t wait until the fall to build your support system.
HeyTutor provides high-dosage tutoring in Math and ELA—handling recruitment, training, and management—so your team can focus on impact.
Learn more at HeyTutor.com
🎯 Let’s Connect
If you’re working to move from planning to execution—and want to ensure your team stays aligned and focused throughout the year—Darrin can help.
Through coaching, leadership retreats, and team development, he supports leaders in building clarity, alignment, and lasting impact.
Sun, 03 May 2026 - 31min - 275 - Episode 274: If Everyone Was Pulling the Same Direction...
In this final episode of the 3-part planning series, Darrin Peppard shifts from planning and preparation to something even more important—what happens when your plan meets reality.
Through a candid story from his time as a superintendent implementing project-based learning, Darrin shares what worked, what didn’t, and the leadership lessons that emerged when execution didn’t match expectations.
Because the truth is—most plans don’t fail in the planning phase.
They fail in the implementation.
Key Takeaways
Planning Isn’t the Problem—Leadership Is
You can have the right plan, strong training, and full buy-in…
and still see inconsistent results.
The difference?
How the work is led once the year begins.
Same Plan, Different Results
Some educators:
Collaborated and sought feedbackOpened their classroomsEngaged students deeplyOthers:
Struggled to see the fitDefaulted to old routinesOr simply didn’t follow throughSame expectations. Very different outcomes.
4 Leadership Moves That Change Everything
1. Make the Work Visible
If the work matters, it must be seen.
Without visibility, implementation becomes optional.
2. Build Ongoing Support
Training starts the work—it doesn’t sustain it.
Coaching and follow-up are essential.
3. Systematize Feedback
Don’t leave support up to initiative.
Build regular check-ins and feedback loops into the system.
4. Hold Leaders Accountable
Alignment doesn’t happen by accident.
It happens when leaders consistently lead the work.
The Big Lesson
Your plan doesn’t fail because people didn’t understand it.
It fails when you haven’t built the conditions for it to live throughout the year.
Series Recap
Episode 270: Don’t wait until August—you’re already behindEpisode 271:Do the work now to prepare for successSponsor Spotlight
This episode is sponsored by HeyTutor.
If improving student outcomes is part of your plan, don’t wait until the fall to build your support system.
HeyTutor provides high-dosage tutoring in Math and ELA—handling recruitment, training, and management—so your team can focus on impact.
Learn more at HeyTutor.com
🎯 Let’s Connect
If you’re working to move from planning to execution—and want to ensure your team stays aligned and focused throughout the year—Darrin can help.
Through coaching, leadership retreats, and team development, he supports leaders in building clarity, alignment, and lasting impact.
Sun, 26 Apr 2026 - 20min - 274 - Episode 273: Why Most School Plans Fail (And What to Do Instead)
This month, we’ve been focused on one thing: building plans that don’t just sound good—but actually work.
In this episode, Darrin is joined by Kathleen Beckham, Molly Dexter, and Brandon Mawhorter from digiCOACH for a real, unscripted conversation about what it takes to build—and execute—a plan that improves classroom instruction.
This isn’t about theory.
It’s about what actually moves the needle.
Drawing from their experiences as educators, coaches, and system-level partners, Kathy, Molly, and Brandon share practical insights on focus, feedback, data, and the role of leadership presence in driving meaningful change.
Key Takeaways
You can’t focus on everythingThe best leaders narrow their priorities to 1–2 key areasMore than that creates noise and reduces impactClarity beats generalities“Improve instruction” isn’t a planLeaders must define what they expect to see in every classroom, every dayTeacher voice mattersGrowth happens through partnership, not directivesCollaboration builds buy-in and improves outcomesPresence is non-negotiableIf you’re not in classrooms, your plan won’t move forwardWhat gets calendared—and protected—gets doneData must lead to actionWalkthroughs without follow-up don’t create changeThe real impact comes from coaching conversations and feedback cyclesYou don’t have to do it aloneOutside partners bring perspective, accountability, and expertiseSometimes you need someone to pull you out of the weeds and back to the balconyFinal Thought
The best plans aren’t built on ambition alone.
They’re built on:
focus, intentional action, and consistent follow-through
And most importantly…
They’re built with people—not just for them.
Learn more about DigiCoachhere
Sponsor Spotlight
This episode is sponsored by HeyTutor.
If improving student outcomes is part of your plan for next year, don’t wait until the fall to build your support systems.
HeyTutor provides high-dosage tutoring in Math and ELA—both in-person and online—while handling recruitment, training, and management of tutors.
Learn more at HeyTutor.com
Let’s Connect
If you’re working to turn your plan into real, actionable steps between now and August, Darrin can help.
Through coaching, leadership retreats, and team development, he supports leaders in building clarity, alignment, and momentum.
Sun, 19 Apr 2026 - 39min - 273 - Episode 272: 10 Leadership Moves You Can Make This Week
In this mid-week episode, Darrin steps away from long-range planning to focus on something just as powerful—small, intentional actions leaders can take right now.
With only weeks left in the school year, it’s easy to feel stuck in the daily grind. But meaningful leadership doesn’t require a new initiative or a perfect plan. It comes from clear priorities, consistent actions, and intentional choices.
In this episode, Darrin shares 10 practical leadership moves you can implement immediately to:
Improve performanceStrengthen cultureLead with greater clarityThese aren’t big strategies—they’re simple shifts that create real impact.
In this episode, you’ll learn:
Why clarity around your top priority changes everythingHow simple communication can reduce team anxietyThe power of strength-based walkthroughsHow to reclaim your time by eliminating what doesn’t matterA 5-minute coaching protocol that builds capacity across your teamWhy role clarity reduces chaos and increases momentumHow small moments of follow-through build trustThe importance of recognizing and reinforcing what you valueHow “balcony time” helps you break the Cycle of CHAOSWhy saying “no” is essential to leading with intentionKey Takeaway:
Leadership doesn’t change because of one big initiative.
It changes through small, consistent, intentional actions.
Sponsor Spotlight
This episode is sponsored by HeyTutor.
If improving student outcomes is part of your plan for next year, don’t wait until the fall to build your support systems.
HeyTutor provides high-dosage tutoring in Math and ELA—both in-person and online—while handling recruitment, training, and management of tutors.
Learn more at HeyTutor.com
Let’s Connect
If you’re working to turn your plan into real, actionable steps between now and August, Darrin can help.
Through coaching, leadership retreats, and team development, he supports leaders in building clarity, alignment, and momentum.
Wed, 15 Apr 2026 - 21min - 272 - Episode 271: Planning Isn’t Enough—Here’s What to Do Before August
What Has to Be True by August?
In Part 2 of this 3-part series on planning for the upcoming school year, Darrin shifts the focus from planning to preparation.
You already know what you want to accomplish next year—but what are you doing right now to make that success possible?
This episode challenges leaders to stop waiting for August and instead take intentional steps today that set the foundation for a strong start.
Key Takeaways
Preparation > Planning
Planning identifies the goal. Preparation makes success possible.
Ask yourself: What has to be true by August for this to work?
Start the Work Now
Don’t wait for a full rollout in the fall.
Begin building:
LanguageExpectationsEarly repsSo the work feels familiar—not new—when the year begins.Take Inventory Before August
Use a protocol like Start, Stop, Continue, Consider to:
Gather input from your teamSurface what’s working (and what’s not)Create clarity and shared ownershipWhen people feel heard, they’re far more likely to commit.
Unpack the Backpack
Give your team the opportunity to:
Let go of what’s no longer serving themProtect what’s workingAvoid adding “one more thing” to an already full plateLeading Through Turnover
Not every team is fully in place right now—and that’s okay.
Progress doesn’t stop just because people change.
You can still:
Clarify core priorities and non-negotiablesDocument your directionProtect what’s already workingBuild clear onboarding into your vision and goalsDon’t wait for the perfect team—create clarity that any team member can step into.
The Bottom Line
Between now and August, your job is not to create more.
It’s to:
Take actionGather inputCreate claritySet conditions for successSo when the year begins, you’re not starting from scratch—you’re building on momentum.
Sponsor Spotlight
This episode is sponsored by HeyTutor.
If improving student outcomes is part of your plan for next year, don’t wait until the fall to build your support systems.
HeyTutor provides high-dosage tutoring in Math and ELA—both in-person and online—while handling recruitment, training, and management of tutors.
Learn more at HeyTutor.com
Let’s Connect
If you’re working to turn your plan into real, actionable steps between now and August, Darrin can help.
Through coaching, leadership retreats, and team development, he supports leaders in building clarity, alignment, and momentum.
Sun, 12 Apr 2026 - 22min - 271 - Episode 270: If Your Plan Starts in August, You May Already Be Behind
This week kicks off a three-part solo series focused on one critical question:
How do we actually plan for success in the coming school year?
April is a time when leaders are deep in planning—budgets, staffing, schedules, and resources are all coming together. But too often, we focus on what we’re going to do without fully thinking through how we set our teams up for success.
In this episode, Darrin challenges a common leadership assumption—that the work starts in August—and introduces a different way of thinking.
Because August isn’t the starting line.
It’s the reveal.
In This Episode
Why so many leadership teams delay their real work until AugustThe danger of treating the start of the school year as the starting pointHow lack of clarity shows up immediately when the year beginsA powerful shift in thinking: “What must be true by August?”An introduction to backward mapping as a leadership strategyA simple exercise you can use right now to begin planning differentlyKey Takeaway
Great leaders don’t wait for August to get started.
They use the time leading up to the school year to build clarity, align their teams, and create momentum—so when the year begins, they’re ready.
Try This
Pick one initiative or priority for next year and ask yourself:
What are three things that must be true by August for this to succeed?
Your answers will reveal exactly where your focus should be right now.
What’s Coming Next
Next week, we tackle a real challenge many leaders face:
What do you do when your team is in transition and August really is when everyone comes together?
Even in times of change, there are steps you can take now to set yourself up for success.
Sponsor Spotlight: HeyTutor
Strong leadership requires focus—and that’s hard to maintain when leaders are pulled into operational work that can be handled by the right partners.
That’s why Darrin highlights the work of HeyTutor, a sponsor of the Leaning Into Leadership podcast.
HeyTutor provides:
High-quality, evidence-based math and ELA tutoringFull program management (recruiting, training, scheduling)Clear data tracking through an easy-to-use dashboardTheir support helps leadership teams stay focused on what matters most—leading people and improving outcomes.
Learn more: heytutor.com
Mon, 06 Apr 2026 - 12min - 270 - Episode 269: The Cost of Misalignment—and How to Get Your Team Back on Track
In this episode of the Leaning Into Leadershippodcast, Dr. Darrin Peppardtakes on a challenge that quietly impacts even the strongest leadership teams: misalignment.
You can have talented, committed leaders who care deeply about their work—and still feel like something is off. Conversations feel unclear. Decisions take longer than they should. Initiatives pile up without traction.
That’s misalignment.
And while it may not be loud or obvious, it comes at a cost.
In this episode, Darrin breaks down:
What misalignment really looks like in leadership teamsThe hidden costs, including decision fatigue, staff confusion, and lost timeA personal leadership story that reshaped his understanding of alignmentWhy alignment doesn’t happen during the work—it must be built intentionallyDarrin also shares a practical tool you can use immediately with your team:
Start. Stop. Continue. Consider.
This simple protocol helps leadership teams:
Identify what needs to be addedEliminate what’s no longer alignedProtect what’s workingThink strategically about what’s nextWhether used in a leadership retreat or a focused team session, this process creates the clarity and shared direction teams need to move forward together.
Key takeaway:
Your team doesn’t need to work harder.
They need to work together—on the right things, in the right way.
🔗 Resources & Links
Blog: Start, Stop, Continue, Consider ProtocolConnect with Darrin: darrin@roadtoawesome.netLearn more about leadership retreats and team developmentThank you to our Amazing Sponsors
This episode is sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to digicoach.com and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
This episode is also brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
Sun, 29 Mar 2026 - 24min - 269 - Episode 268: When Leaders Become the Bottleneck (and How to Get Out of the Way) with Brooke Dukes
In this episode, Darrin sits down with Brooke Dukes to explore a challenge that many leaders face—but often don’t recognize:
Becoming the bottleneck.
We talk about how this happens unintentionally, why it’s so common among high-performing leaders, and how it ultimately limits both team growth and organizational success.
Brooke brings a powerful perspective to this conversation. As the founder of Success by Design Club and creator of OZ, an AI-powered leadership coach, she has spent over two decades working with leaders at the highest levels—including Fortune 500 organizations—helping them break free from burnout and lead with clarity and confidence.
Together, we dig into the dangers of “superhero leadership,” the hidden cost of control, and why stepping in to help can actually hold your team back.
Most importantly, we explore what it really takes to shift—from being the center of every decision to building systems and structures that allow your team to step up and thrive.
If you’ve ever felt overwhelmed, stretched thin, or like everything depends on you… this conversation is for you.
Key Takeaways
- How leaders unintentionally become the bottleneckThe danger of “superhero leadership”Why helping can actually hurt your teamThe role of systems in scaling leadershipHow to build trust, clarity, and accountabilityWhy burnout is often a systems issue—not a personal failure
About Brooke Dukes
Brooke M. Dukes is the founder of the Success by Design Club and creator of OZ, an AI-powered leadership coach designed to help leaders grow without burning out.
With over 20 years of experience in executive leadership, sales, and consulting—including work as a Fortune 500 executive and global strategist—Brooke helps CEOs, founders, and visionaries build businesses that actually work for them.
Her work blends behavioral science, Human Design, and real-world strategy to restore clarity, confidence, and calm in leadership.
She is also the creator of the GRACe™ Communication Framework and Culture Compass™ Diagnostic, a #1 best-selling author, host of the Burn On, Not Out podcast, and a sought-after speaker known for her honest and heart-forward approach.
🔗 Connect with Brooke
- Website: brookmdukes.comPodcast: Burn On, Not OutSocial: @BrookMDukes
Get Darrin's weekly blog here
Thank you to our Amazing Sponsors
This episode is sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to digicoach.comand tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
This episode is also brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
Sun, 22 Mar 2026 - 37min - 268 - Episode 267: Listener Question - Managing Parent Communication Without Losing Your Day
One of the most rewarding parts of hosting Leaning Into Leadership is hearing from listeners who are doing the work every day.
In this episode, Darrin responds to a question from a first-year principal in upstate New York who asked a challenge many school leaders face:
How do you stay responsive to parents while still leading the school effectively?
Parent emails, phone calls, and concerns can quickly fill a leader’s day. Without systems in place, communication can pull leaders into a reactive cycle that leaves little time for the work that matters most.
Drawing from his own experience as a principal and from insights shared on the podcast, Darrin explores how leaders can break free from the Cycle of CHAOS and build systems that protect their time while strengthening communication with their school community.
Along the way, he shares practical strategies that help leaders communicate clearly, set expectations, and stay focused on their highest priorities.
This episode also highlights an idea shared by Rae Hughart in Episode 199 and connects to leadership lessons from Darrin’s book Road to Awesome: The Journey of a Leader.
At the heart of the conversation is a powerful reminder for every leader:
"Stop sacrificing the important on the altar of the urgent."
Resources Mentioned:
Road to Awesome: The Journey of a Leader
Thank you to our Amazing Sponsors
This episode is brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
This episode is also sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to digicoach.com and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
Wed, 18 Mar 2026 - 25min - 267 - Episode 266: Building Resilient Leaders and Teams with Russell Harvey
Leadership today often feels like navigating constant change.
Volatility, uncertainty, complexity, and ambiguity are realities many leaders face daily. But resilience is not about simply pushing through the chaos — it’s about learning how to lead yourself and others through it.
In this episode, Darrin sits down with Russell Harvey, The Resilience Coach, to explore how leaders can build resilience in themselves and their teams while navigating the modern leadership landscape.
Russell shares powerful frameworks and practical strategies that help leaders move from overwhelm to clarity, from control to command, and from reactive leadership to intentional leadership.
This conversation offers practical insights for leaders who want to strengthen their mindset, support their teams more effectively, and build sustainable leadership habits.
In this episode, you’ll learn:
- Why resilience is one of the most important leadership skills todayThe difference between being in control and being in command as a leaderHow the VUCA framework explains the constant change leaders faceThe importance of developing personal resilience before leading othersWhy great leaders focus on delegating brilliantly and removing obstacles for their teamsHow identifying your purpose can strengthen resilience and confidenceA practical strengths and skills grid exercise leaders can use immediately
Key leadership insight from Russell:
A resilient leader focuses on three core responsibilities:
- Delegate brilliantly based on the strengths of your teamBuild and nurture a resilient team cultureDevelop your own personal resilience
When leaders invest in these three areas, they create the conditions for trust, clarity, and stronger team performance.
About Russell Harvey
Russell Harvey, known as The Resilience Coach, is a leadership coach, facilitator, speaker, and resilience expert with more than 20 years of experience in leadership and organizational development.
His work focuses on helping leaders and organizations build resilience in the face of constant change and uncertainty.
Russell works with leaders and organizations to develop practical strategies that improve leadership effectiveness, strengthen team relationships, and help individuals rediscover their energy and purpose.
Connect with Russell Harvey
Website: https://www.theresiliencecoach.co.uk
LinkedIn: https://www.linkedin.com/in/russelltheresiliencecoach/
Facebook: https://www.facebook.com/theresiliencecoach/
Connect with Darrin
If this episode resonated with you and you're looking for support in developing stronger leadership teams, clearer systems, and healthier school cultures, connect with Darrin.
Website: https://darrinpeppard.com/
Thank you to our Amazing Sponsors
This episode is sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to digicoach.comand tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
This episode is also brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
Sun, 15 Mar 2026 - 39min - 266 - Episode 265: A Textbook Isn’t a Curriculum with Emily Makelky
One of the most common mistakes schools make is confusing a resource with a curriculum.
A textbook gets adopted. A program is purchased. A shiny new initiative is rolled out.
And suddenly everyone says, “Great… we have a curriculum.”
But that’s not curriculum.
In this episode, Darrin sits down with Emily Makelky from the Curriculum Leadership Institute (CLI) to unpack what curriculum actually means and why empowering teachers to lead curriculum development can transform how schools serve students.
Drawing on years of classroom experience and consulting with districts across the country, Emily shares how leaders can move beyond resource adoption and build sustainable curriculum systems that reflect their community, their teachers, and their students.
The conversation also explores how leadership teams can prioritize curriculum work, avoid overwhelming teachers, and create structures that support long-term improvement.
If you’ve ever wrestled with questions like “What should we really be teaching?” or “How do we align instruction across classrooms?” this episode offers practical insight for school and district leaders.
In This Episode
- Why a textbook is not a curriculumThe difference between resources and true curriculum alignmentHow schools can build local curriculum that reflects their communityWhy teacher voice and teacher leadership are essential in curriculum developmentHow leaders can create systems and routines that support curriculum workWhy going slow to go fast matters when implementing curriculum changesHow districts can create a long-range plan for curriculum development
About Emily Makelky
Just like when she was in the classroom, Emily loves it when the “lightbulb” comes on for teachers.
Combining her teaching experience with a foundation in business management, Emily now works as a consultant with the Curriculum Leadership Institute, helping schools and districts take a systematic approach to curriculum development and alignment.
Emily’s work focuses on helping educators clarify what should be taught, align instruction and assessment, and empower teachers to lead meaningful curriculum work within their schools.
Resources Mentioned in the Episode
Curriculum Leadership Institute
Free tools and resources (including the Long Range Plan template)
https://www.cliweb.org/toolsandinspiration
Free Long Range Planning Session
https://calendly.com/d/3sk-z55-pg2/develop-your-long-range-plan
Connect with Darrin
If this episode resonated with you and you're looking for support in developing stronger leadership teams, clearer systems, and healthier school cultures, connect with Darrin.
Website: https://darrinpeppard.com/
Thank you to our Amazing Sponsors
This episode is sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to digicoach.com and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
This episode is also brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
Sun, 08 Mar 2026 - 38min - 265 - Episode 264: Leadership Presence (Part 3) - The Interpersonal Work That Makes It Real
This is Part 3 of a three-part series on leadership presence.
In Episode 262, we explored the hidden cost of distraction and how trust and psychological safety erode when leaders aren’t fully present.
In Episode 263, we discussed how to engineer margin through calendar integrity, decision discipline, and clarity around your top priorities.
Now we bring it home.
Because presence isn’t performance.
Presence is connection.
In this episode, Darrin dives into the relational and interpersonal work that makes leadership presence genuine — not polished, not performative, but real.
You’ll learn:
- Why presence is more than eye contact and good postureThe three foundations of genuine presence:AttentionCuriosityEmotional regulationWhy you cannot fake nervous system safetyThe danger of listening to fix instead of listening to understandFour practical signals of authentic presence you can use immediatelyWhy follow-up is one of the most powerful leadership moves you can make
Darrin also shares a story from his superintendent experience that highlights the difference between listening to correct and listening to comprehend.
Reflection Question:Where do you need to replace fixing with listening?
Thank you to our Amazing Sponsors
This episode is brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
This episode is also sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to digicoach.com and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
Sun, 01 Mar 2026 - 14min - 264 - Episode 263: Leadership Presence (Part 2)- Breaking Through the Chaos
In Episode 262, we explored the hidden cost of distraction and how trust, psychological safety, and connection erode when leaders aren’t fully present. This is Part 2 of our three-part series on leadership presence.
In this episode, Darrin focuses on why distraction keeps happening — and how to intentionally break through the cycle of overwhelm.
Chaos isn’t loud.
It’s cumulative.
It’s the stacking of interruptions, back-to-back meetings, unresolved conversations, decision fatigue, and carrying problems that aren’t yours to carry. When leaders operate in survival mode, presence becomes nearly impossible.
In this episode, you’ll learn:
- Why overwhelm — not incompetence — is the real issueThe difference between chaos being loud vs. cumulativeHow to engineer margin into your leadershipThe importance of calendar integrityWhy decision discipline protects your leadership capacityHow to clarify your Top Three priorities each weekHow to use a simple 15-Minute Weekly Presence Audit
Plus, Darrin shares a free resource:
📥 The School Leaders Weekly Planner — a tool designed to help you schedule your priorities, build margin, and protect your presence. Download the free planner using the link here.
Reflection Question:
What on your calendar right now is stealing margin from the moments that matter most?
Find one thing. Change one thing. Break the chaos. Build the margin. Protect the moments.
Next up in Episode 264: The interpersonal work that makes leadership presence genuine and authentic.
Thank you to our Amazing Sponsors
This episode is sponored byDigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to digicoach.com and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
This episode is also brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
Sun, 22 Feb 2026 - 17min - 263 - Episode 262: Leadership Presence (Part 1) - The Hidden Cost of Leadership Distraction
This episode kicks off a powerful three-part series on leadership presence.
In Part 1, Darrin explores the hidden cost of distraction and how leaders unintentionally erode trust, psychological safety, and emotional connection when they are not fully present.
Through personal stories from his time as a high school principal, Darrin shares moments of realization when distraction cost him relational depth — and what those experiences taught him about culture and leadership.
In this episode, you’ll learn:
- Why presence is not “soft” — it’s culture workThe three things that erode when leaders aren’t fully presentThe difference between productivity and true leadership impactWhy leadership is about stabilizing people, not just solving problemsA simple 60-Second Reset you can use before your next important conversation
Reflection Question:
Where this week does someone need the fully present version of you?
This episode sets the foundation for Part 2, where we’ll explore how to intentionally create margin and break the patterns that keep leaders stuck in distraction.
Thank you to our Amazing Sponsors
This episode is brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
This episode is also sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to https://www.digicoach.com/and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
Thu, 19 Feb 2026 - 17min - 262 - Episode 261: Reclaiming Human Connection with Joe Beckman
In Episode 261, I’m coming to you on location from Edmond, Oklahoma, where I had the opportunity to sit down with my friend Joe Beckman at the OASSP conference.
Joe has spent more than 20 years traveling the world with one simple mission: reclaim human connection.
And if we’re honest, that mission has never been more urgent. Loneliness is at an all-time high. Belonging and self-worth feel fragile. Technology is louder than conversation. So what does that mean for school leaders?
In this conversation, Joe challenges us to rethink where connection lives on our priority list. It’s not one more thing on the plate.
It is the plate.
We talk about:
- Why connection must be the foundation of leadershipThe powerful “Chinette plate” analogy and what it means for cultureHow storytelling builds trust and opens students’ mindsWhy vulnerability accelerates connection in classroomsThe Big Tobacco → Big Tech comparison and what leaders must understandHow adults must model healthy tech boundariesWhy conferences and networks matter in fighting leadership isolationThe courage required to lean into difficult conversations
Joe also shares how he is personally leaning into leadership right now by stepping into uncomfortable spaces and using his voice where it matters most.
If you care about culture…If you care about your people… If you care about leading well in a distracted world…
This episode is for you.
Connect with Joe: www.joebeckman.com
Thank you to our Amazing Sponsors
This episode is sponored byDigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to https://www.digicoach.com/and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
This episode is also brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
Sun, 15 Feb 2026 - 35min - 261 - Episode 260: Forward Together with George Couros - Leadership, Community, and Learning in Contentious Times
In this episode of Leaning Into Leadership, I’m joined by George Couros, one of the most influential voices in education around innovation, culture, and human-centered leadership.
George and I dig into his leadership journey — not from a place of “having it all figured out,” but from a place of learning out loud. We talk about how blogging helped him find his voice, not just share it, and why writing, reflection, and vulnerability matter more than ever for leaders.
We also explore the ideas behind George’s newest book, Forward Together: Moving Schools from Conflict to Community in Contentious Times, including:
- Why trying to “win” arguments often pushes people further awayThe reality that somebody hates you — and why that shouldn’t drive your leadershipThe balance between comfort and challenge in professional learning (the “warm bath / cold shower”)How leaders can move communities forward during polarized, emotionally charged times
We close with a powerful reflection on leadership and self-care, as George shares how prioritizing his health has changed not only how he leads — but how he models leadership for his own kids.
This is an honest, thoughtful, and deeply human conversation about what leadership really looks like right now.
You can learn more about George at his website
Grab his new book on Amazon
Here is the link to the blogpost I referenced in the show
Thank you to our Amazing Sponsors
This episode is brought to you byHeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
This episode is also sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to https://www.digicoach.com/ and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
Sun, 08 Feb 2026 - 44min - 260 - Episode 259: ALIGN - The Antidote to the Cycle of Chaos in Leadership Teams
Ever left a leadership team meeting feeling like it was so productive—then realized a week later nothing really changed?
In this solo episode, Darrin unpacks why that gap between effort and impact is rarely about commitment—and almost always about clarity. Building on his “Cycle of Chaos” episode, he shares the ALIGN Framework, a practical system for strengthening team dynamics and keeping teams focused on what matters most.
In this episode, you’ll learn:
- Why strong teams drift into reactivity when clarity is missingHow alignment breaks the Cycle of Chaos—not just “working harder”The ALIGN Framework for healthier team dynamics:A — Agree on the Vision and Goals: Ensure everyone can name the top priorities in the same languageL — Language and Communication: Teams don’t just make decisions—they carry the messageI — Intentional Role Clarity: Clear ownership prevents duplication, avoidance, and frustrationG — Growth Through Cross-Training: Build continuity and empathy without eroding rolesN — Navigate with Intention: Protect focus, pause before adding initiatives, and stay anchored to priorities
Reflection questions to take back to your team:
- If I asked each team member privately, would they name the same top three priorities?Are we clear on what gets communicated, who communicates it, and how it’s framed?Where might I be stepping in that’s keeping someone else from stepping up?Are we moving the goal forward—or just filling the calendar?
Support for leaders and teams
If you’re thinking, “This sounds like my team, but we’re struggling to get there,” Darrin invites you to reach out for coaching, team support, or a leadership team alignment retreat designed to reset vision, roles, and priorities.
Connect with Darrin: darrinpeppard.com| roadtoawesome.net | @darrinmpeppard
Thank you to our Amazing Sponsors
This episode is brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at HeyTutor.com
This episode is also sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to https://www.digicoach.com/ and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
Sun, 01 Feb 2026 - 29min - 259 - Episode 258: The Hidden Work - What Separates High Performers from Underachievers with Weston Kieschnick
Weston Kieschnick has been in the work for a long time—as a classroom teacher, coach, author, and speaker—and this conversation feels like two colleagues reconnecting around what actually drives performance.
We dig into Weston’s newest work and the idea that the gap between high performers and underachievers usually isn’t talent. It’s behavior—especially in the moments when adversity hits.
In this episode, we explore:
- Why “hidden work” is the difference-maker when no one is watchingThe four performance pitfalls that derail people at every level:BlameExcusesSelf-deceptionGiving upThe flips that top performers lean into instead:OwnershipSolutionsTruthGritA Shark Tank green-room story with Barbara Corcoran that perfectly frames ownership vs. blameWhy feedback is the raw material for performance—and how self-deception blocks growthWeston’s take on “growability” and why self-awareness matters more than skill levelHow Weston is leaning into leadership right now: staying a learner, and learning from great leaders in every space
Key takeaway
When life gets hard, your default matters. You don’t rise to the level of your goals—you fall to the level of your patterns. This episode is a gut-check and a playbook.
Connect with Weston
Find Weston at WestonKieschnick.com and connect with him on social media to follow his work (and his “10-second truth” videos).
Thank you to our Amazing Sponsors
This episode is brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm. Connect with them at: https://heytutor.com/?utm_source=RTA&utm_medium=RTA&utm_campaign=RTA
This episode is also sponored by DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems. Go to https://www.digicoach.com/and tell them you heard about them here on the Leaning into Leadership podcast for special partner pricing.
Sun, 25 Jan 2026 - 40min - 258 - Episode 257: Escaping the Cycle of Chaos
Leadership doesn’t fall apart overnight. More often, it slowly drifts into a pattern that feels overwhelming, exhausting, and reactive.
In this solo episode, Darrin introduces The Cycle of Chaos—a framework that helps leaders name what they’re experiencing and begin interrupting the patterns that keep them stuck in survival mode.
Rather than offering quick fixes or productivity hacks, this episode invites reflection, clarity, and intentional leadership.
In this episode, you’ll hear about:
- Why feeling busy doesn’t always mean you’re being effectiveHow constant reactivity increases cognitive load and erodes clarityThe five stages of the Cycle of Chaos:Constant ReactivityHigh Cognitive LoadAbsence of ClarityOverextensionSurvival Mode LeadershipWhy leaders stay stuck in the cycle—and why it’s not a failureHow clarity becomes the starting point for real change
This conversation is a reminder that leaders don’t need to work harder—they need to lead clearer.
Sponsors
This episode is brought to you by HeyTutor, delivering high-impact, research-based tutoring that supports students while reducing leadership overwhelm.
Additional support comes from DigiCoach, helping leaders capture real-time instructional data, provide meaningful feedback, and build clarity through strong systems.
Wed, 21 Jan 2026 - 24min - 257 - Episode 256: Rethinking Intervention and Tutoring with Jennifer Sheffield
School leaders everywhere are wrestling with the same challenge:
How do we support students who are behind — without overwhelming teachers or relying on systems that don’t deliver results?
In this episode of Leaning Into Leadership, Darrin Peppard sits down with Jennifer Sheffield, CEO of HeyTutor, for a grounded, practical conversation about what effective tutoring and intervention really look like in today’s schools.
Jennifer brings a unique leadership lens — blending her background in law, governance, and education — to help leaders rethink how tutoring fits into MTSS, Tier 2 and Tier 3 supports, and daily school operations.
In this episode, you’ll hear about:
- Why “tutoring” means very different things — and what defines high-impact tutoringThe biggest barriers schools face when implementing interventionsHow districts can address the human capital challenge without adding strain to teachersCreative push-in and pull-out models that work in middle and high schoolsWhy relationships and student champions matter as much as curriculumHow tutoring can become a pipeline for future educatorsWhat it means to lead with purpose, trust, and whole-person leadership
Jennifer also shares a powerful personal story that shapes her leadership philosophy — reminding us that great leadership is ultimately about people, belief, and opportunity.
Learn more:
- HeyTutor: https://www.heytutor.comContact Jennifer directly: jennifer@heytutor.com
If you’re a school or district leader searching for intervention strategies that actually move the needle — this conversation will help you think differently.
Episode Sponsors:
This episode is sponsored by digiCOACH — an easy-to-use mobile platform that empowers school leaders to provide teachers with positive, actionable feedback tied to research-based instructional practices, with real-time data to support fidelity and instructional decision-making.
Learn more at digicoach.com (mention the show for special partner pricing)
This episode is also brought to you by HeyTutor - HeyTutor delivers customized, evidence-based, high-dosage Math and ELA tutoring to K–12 school districts nationwide. Their focus is on in-person tutoring, while also offering flexible online options — all tailored to meet diverse student needs and aligned with state standards.
Head over to HeyTutor.com to learn more - tell them you heard about them on the Leaning into Leadership podcast.
Sun, 18 Jan 2026 - 42min - 256 - Episode 255: Angry Parents, Calm Leaders - A Framework for School Leaders
In this special shared episode, Darrin Peppard and Dr. Frederick Buskey—host of The Assistant Principal Podcast—tackle a challenge leaders are facing more and more often: angry, escalated parent interactions.
This conversation was sparked by a real question from the field—a leader Frederick supports reached out looking for guidance on how to handle parents when emotions are high. Together, Darrin and Frederick unpack a practical, grounded framework for what to do before, during, and after conflict shows up at your door.
In this episode, you’ll hear:
- Why the best time to prevent angry parent blowups is before anything goes wrongHow leaders build “relationship capital” through proactive, positive contactWhy it matters to separate the student from the behavior (and how that changes everything)The value of student-written statements for clarity, due process, and aligned factsHow to make the parent call in a way that reduces defensiveness and keeps everyone groundedWhat to do when a parent escalates—and why listening is your strongest toolA powerful reminder: parents don’t always react to what happened—they react to feeling disrespectedThe bottom-line takeaway: It’s not about you—and remembering that makes it easier to listen
Key takeaway
When conflict rises, your job isn’t to “win” the conversation—it’s to protect dignity, stay calm, listen deeply, and build partnership forward.
Episode Sponsors:
This episode is brought to you by HeyTutor- HeyTutor delivers customized, evidence-based, high-dosage Math and ELA tutoring to K–12 school districts nationwide. Their focus is on in-person tutoring, while also offering flexible online options — all tailored to meet diverse student needs and aligned with state standards.
Head over to HeyTutor.com to learn more - tell them you heard about them on the Leaning into Leadership podcast.
This episode is also sponsored by digiCOACH — an easy-to-use mobile platform that empowers school leaders to provide teachers with positive, actionable feedback tied to research-based instructional practices, with real-time data to support fidelity and instructional decision-making.
Learn more at digicoach.com (mention the show for special partner pricing)
Mon, 12 Jan 2026 - 1h 13min - 255 - Episode 254: Hope Dealer with Dr. Mark Brown
What does it mean to be a dealer in hope — not as the source of hope, but as someone who helps others discover it for themselves?
In this first episode of 2026, Darrin sits down with longtime friend and colleague Dr. Mark Brown for a powerful conversation about leadership, hope, and intentional presence. Mark shares the story behind his “Hope Dealer” philosophy, why hope is for everyone (not just those in crisis), and how leaders can create cultures where people feel seen, supported, and empowered.
As a first-year high school principal, Mark also reflects on the transition from assistant principal to principal, the importance of asking for help, and how modeling leadership behaviors matters more than any directive. The conversation closes with a reminder many leaders need to hear: taking care of yourself is not selfish — it’s essential.
In this episode, you’ll hear about:
- What it really means to be a “Hope Dealer”Why leaders shouldn’t try to be the source of hope for othersLessons from Mark’s transition into the principalshipEmpowering others by asking for input — even when you don’t need itModeling leadership through presence, attitude, and behaviorWhy self-care is a leadership responsibility, not a luxury
Connect with Dr. Mark Brown:
- Instagram: @heymarkbrownWebsite: www.markbrownedu.comBook: Hope Dealer: Leaning In to Lift Others
This episode is sponsored by digiCOACH— an easy-to-use mobile platform that empowers school leaders to provide teachers with positive, actionable feedback tied to research-based instructional practices, with real-time data to support fidelity and instructional decision-making.
Learn more at digicoach.com (mention the show for partner pricing)
This episode is also brought to you by HeyTutor - HeyTutor delivers customized, evidence-based, high-dosage Math and ELA tutoring to K–12 school districts nationwide. Their focus is on in-person tutoring, while also offering flexible online options — all tailored to meet diverse student needs and aligned with state standards.
Head over to HeyTutor.com to learn more - tell them you heard about them on the Leaning into Leadership podcast.
Sun, 04 Jan 2026 - 33min - 254 - Episode 253: A Look Back, A Look Forward, and Trends I'm Seeing for 2026
As 2025 comes to a close, Dr. Darrin Peppard reflects on the year that was and what the work of leadership is asking of us as we head into 2026. In this year-end solo episode, Darrin invites both individual leaders and leadership teams to pause, reflect, and resist the urge to rush into the new year without clarity.
Drawing from his work with leadership teams across the country, Darrin shares the key trends he’s seeing shape leadership in the year ahead—including the growing need for clarity, the non-negotiable role of culture, and the shift from compliance-driven leadership to coaching-focused practice.
Darrin also reflects on his personal one-word theme for 2025 (Evolve) and looks ahead to 2026 with a renewed commitment to leading fiercely—with clear priorities, strong boundaries, and intentional focus. This episode is designed to be listened to individually or together as a leadership team, offering space for reflection, alignment, and forward momentum.
This episode is sponsored by digiCOACH — an easy-to-use mobile platform that empowers school leaders to provide teachers with positive, actionable feedback tied to research-based instructional practices, with real-time data to support fidelity and instructional decision-making.
Learn more at digicoach.com (mention the show for partner pricing)
In This Episode
- Why pausing to reflect matters before stepping into the new yearThe leadership trends shaping 2026The importance of clarity for leaders and leadership teamsWhy culture must remain a top priorityThe shift from compliance to coaching in effective leadershipOne-word reflection: Evolve (2025) and Fierce (2026)
Connect & Continue the Conversation
To stay connected and receive reflective leadership insights in 2026, visit roadtoawesome.net and sign up for the newsletter. Go to darrinpeppard.com to learn more about Darrin's speaking, leadership workshops, and retreats.
If you found this episode valuable, please subscribe to the podcast, leave a rating or review, and share it with other leaders or leadership teams who may benefit from this conversation.
Sun, 28 Dec 2025 - 31min - 253 - Episode 252: The Leader You're Not with Scott Borba
This episode is sponsored by DigiCoach. Make walkthroughs meaningful. Simplify your coaching culture. Visit digiCOACH.com and mention Darrin for special partner pricing.
In Episode 252 of Leaning Into Leadership, Darrin Peppard sits down with Scott Borba, superintendent–principal in California’s Central Valley and author of The Leader You’re Not. Together, they explore leadership identity, the cost of perfectionism, imposter syndrome, delegation, boundaries, and why sustainable leadership begins with self-awareness.
This is a candid, reflective conversation for leaders at any stage — especially those feeling the weight of trying to do it all.
Key Topics & Takeaways
- Why early-career leaders often fall into the “superhero” trapThe unique challenges of serving as both superintendent and principalHow COVID forced many leaders to confront identity, confidence, and callingThe importance of trusted mentors and leadership networksWhy perfectionism quietly fuels burnout and imposter syndromeHow delegation and asking better questions build leadership capacityThe cost of saying “yes” — and why boundaries are not selfishWhy leaders must stop comparing themselves to “Facebook leadership”The freedom that comes from knowing who you’re not as a leaderWhy legacy matters most at home — where leaders are not replaceable
Memorable Moments
- “Trying to be the perfect leader kept me from growing.”“Every yes comes with a cost.”“You’re not replaceable at home — and that matters.”“Delegation isn’t weakness; it’s leadership.”
About the Guest: Scott Borba
Scott Borba is a superintendent–principal serving a small, rural school district in California’s Central Valley. With over 20 years in school leadership, Scott is deeply committed to relational leadership, mentorship, and sustainability in the profession.
He is the author of The Leader You’re Not: Why It’s Just as Important as the Leader You Are, a reflective exploration of leadership identity, self-awareness, and letting go of unrealistic expectations. Scott also teaches in a university administrator preparation program and leads a countywide leadership network focused on connection, growth, and reducing burnout.
Resources & Links
- 📘 The Leader You’re Notby Scott Borba📩 Connect with Scott Borba (sborba52@gmail.com)
Final Thought
Leadership isn’t about being everything to everyone.
It’s about knowing yourself well enough to lead with clarity, humility, and purpose.
Sun, 21 Dec 2025 - 36min - 252 - Episode 251: Overcoming Passion Drift - A Conversation with Dr. Danny Steele
This episode is sponsored by DigiCoach. Make walkthroughs meaningful. Simplify your coaching culture. Visit digiCOACH.com and mention Darrin for special partner pricing.
In this powerful and deeply personal conversation, Darrin sits down with longtime friend and colleague Dr. Danny Steeleto explore what it truly means to lead with heart, clarity, and purpose. Danny reflects on his 31-year career in education, the mentors who shaped him, the mistakes that taught him, and the passion that continues to fuel his work supporting educators today.
Together, they dig into:
Danny’s early leadership missteps and the moment he realized his job was to serve teachers first.The concept of “passion drift”—why educators lose their edge and how leaders can help them get it back.Why administrators must redefine their light bulb moments to sustain joy and impact.The insecurities that quietly derail leadership—and how vulnerability becomes the antidote.How to lead instructional improvement without being an expert in every subject area.Key ideas from Danny’s brand-new book, The Instructional Leader in You: 10 Strategies for Every School Leader, including why curiosity must come first and why leaders must prioritize learning over teaching.Practical, reflective questions every leader can ask themselves to grow in 2025 and beyond.This episode is a masterclass in humility, clarity, and the power of leading from a place of authenticity. Whether you're a principal, assistant principal, district leader, or teacher-leader, this conversation will leave you challenged and inspired.
Links & Resources
Danny’s Website: SteeleThoughts.comDanny on Social Media: @SteeleThoughtsEmail Danny: danny@steelethoughts.comGet Danny’s New Book: The Instructional Leader in YouSun, 14 Dec 2025 - 44min - 251 - Episode 250: Flipping the Mic - Lessons from 250 Episodes of Leaning Into Leadership
This episode is sponsored by DigiCoach
Make walkthroughs meaningful. Simplify your coaching culture. Visit digiCOACH.com and mention Darrin for special partner pricing.
For this milestone episode, the script gets flipped. Longtime friends and frequent guests Todd Bloomer and Dominic Armano take over the show and interview host Dr. Darrin Peppard about the lessons he’s learned from 250 episodes and a lifetime in school leadership.
They dig into leadership clarity, time management, burnout, support systems, and why relationships will always matter more than perfect paperwork. You’ll hear practical advice for current principals, assistant principals, and aspiring leaders who are wondering, “Am I in the right seat?” or “Am I ready for the next step?”
In this episode, we explore:
Reaching 250 episodesWhat Darrin has learned from starting the podcast in 2022 and pushing past the “most podcasts die by episode 10” barrier.How consistency, clarity, and curiosity have shaped the show.Coaching, walkthroughs, and making feedback part of the jobWhy leaders must get crystal clear on what they care about and what they’re looking for in every classroom.How to shift from “gotcha” feedback to curious, growth-focused conversations with teachers.For principals who haven’t been in classrooms enoughUsing the Eisenhower Matrix to separate what’s truly important from what just feels urgent.A simple exercise with sticky notes to analyze where your time really went this semester.How to build systems and delegation so you can focus on instruction and culture.Support systems & avoiding burnout as a leaderThe critical role of a great secretary/admin assistant in protecting your time and priorities.Why every leader needs people outside their building—coaches, mentors, colleagues—to call when things get heavy.The power of a trusted circle at home and how podcasts can be “free PD” that keeps you growing.For assistant principals who are struggling or ready for moreWhat to do when you’re coming home thinking, “Did I make a mistake?”Reflective questions Darrin uses with leaders:What have you learned about yourself as a leader?What’s actually going well (even if it doesn’t feel like it)?How to think about your trajectory if you’re ready for the next role.If Darrin could wave a magic wand…The one administrative task he’d eliminate: the bureaucracy of evaluation.What evaluation could look like if it was purely about coaching, growth, and support rather than compliance.Advice for new principals starting mid-yearWhy your first job isn’t to “fix” everything—it’s to build relationships and listen.How to learn the subculture of your new school community before making big moves.Seeing the rest of the year as your “learning runway” before truly leading in year one.The teacher Darrin would rather mentorGiven the choice, why he’ll always choose the relationship-rich but disorganized teacher over the hyper-organized teacher who struggles to connect with kids.How systems can be taught, but genuine connection with students is much harder to create from scratch.How Darrin is leaning into leadership right nowHis commitment to finding every possible avenue to pour into leaders—whether or not they hold a formal title.Helping leaders find clarity, act with intention, and walk in their purpose.For more visit darrinpeppard.com
Wed, 10 Dec 2025 - 41min - 250 - Episode 249: From Pioneer to Powerhouse - Building Culture at Valor Christian with Keith Wahl
This episode is sponsored by DigiCoach
Make walkthroughs meaningful. Simplify your coaching culture. Visit digiCOACH.com and mention Darrin for special partner pricing.
If you’ve followed high-level high school athletics—especially in Colorado—you’ve probably heard of Valor Christian High School. From state titles to nationally ranked teams, Valor has built a reputation for excellence. But what most people don’t see is the intentional culture, systems, and faith-driven leadership behind the wins.
In this episode, Darrin sits down with Keith Wahl, longtime coach and now Athletic Director at Valor Christian, to talk about building a mission-centered athletic program in the middle of NIL, transfer portals, club sports pressure, and sky-high parent expectations.
Keith shares how Valor has stayed anchored to its founding mission and culture documents, how they rebuilt systems after a difficult season, and why he believes sports don’t teach life lessons—people do.
In this episode, you’ll hear:
Keith’s journey into leadership at Valor ChristianFrom opening Mountain Vista High School as its first head baseball coach… to a “divine nudge” text from his wife… to becoming Valor’s first head baseball coach and eventually Athletic Director.From “pioneer” to nationally respected athletics programHow Valor went from a brand-new school with a bold Christian mission to a MaxPreps Top 50-level athletic department—without abandoning its original vision and purpose.Culture documents, team plans, and the power of clarityWhy written team plans and an athletic handbook became game changers for culture, communication, and peace—and what happened when those systems disappeared (and then had to be rebuilt).Leading in the NIL and transfer eraHow NIL, club sports, and transfer rules have reshaped high school athletics—and what leaders can do to stay mission-focused instead of becoming purely transactional.Youth sports pressure and parent expectationsWhy today’s parents often have less trust and higher expectations, and how schools can respond with value, transparency, and a holistic vision of sport.Faith, sport, and deeper meaning beyond the scoreboardKeith’s work with Baylor’s Faith & Sport Institute, their “Away Game” cohort, and what it looks like to build an athletic experience that forms character—not just winners.The trust triangle & the athletic leadership teamHow Keith uses the “trust triangle” (with authentic vulnerability at the base) to lead his internal team and create a second-family culture among his staff.Knowing your people: Enneagram, Working Genius & AIHow Keith uses tools like the Enneagram, Working Genius—and yes, even ChatGPT—to better understand his team and tailor his communication to each person.A powerful tribute to Coach Janie McHughThe story of longtime Valor volleyball coach Janie McHugh, her fourth straight state title, and why Keith believes deeply that knowing your people is one of the greatest gifts of leadership.Connect with Keith Wahl
Valor Athletics: valoreagles.comSocial: @CoachWahl22 on all major platformsSun, 07 Dec 2025 - 41min - 249 - Episode 248: People First Leadership - A Conversation with NAESP President April Knight
This episode is sponsored by DigiCoach
Make walkthroughs meaningful. Simplify your coaching culture. Visit digiCOACH.com and mention Darrin for special partner pricing.
In this inspiring episode, NAESP President April D. Knight joins Darrin to explore what leadership looks like when it stays grounded in relationships, service, and intentional support for school leaders. April shares the story of her 34-year career, her leadership journey through Columbus City Schools, and how her deep commitment to equity and connection led her to the NAESP presidency.
Together, they dig into three major initiatives shaping NAESP’s future:
The groundbreaking NAESP–AMLE partnership, focused on elevating support for middle-level leaders.The National School Leaders Conference, including new strands for early childhood, middle school, and secondary success.The National Gold Star School Program, NAESP’s bold new recognition initiative honoring schools for culture, systems, and people—not just test scores.April also shares timeless advice for early career principals, discusses the evolving nature of school leadership, and reflects on what it means to “lean into leadership” during times of change.
Key Topics Covered
April Knight’s leadership journey from classroom teacher to NAESP PresidentThe importance of relationships and trust-building in early leadershipHow NAESP is expanding support for middle-level leadersBehind the scenes of the new NAESP–AMLE partnershipWhat leaders can expect from the 2025 National School Leaders Conference in OrlandoDetails and criteria for NAESP’s new National Gold Star School ProgramAdvice for aspiring and first-year administratorsHow April is “leaning into leadership” right nowAbout Today’s Guest – April D. Knight
With 34 years in education and over two decades as a principal, April Knight is a nationally respected advocate for students, teachers, and school leaders. She serves as the 2025–2026 President of NAESP and leads Avondale Elementary in Columbus City Schools, Ohio’s largest district. Her work focuses on academic excellence, equity, mentoring future school leaders, and advancing the principalship nationwide.
Links & Resources Mentioned
NAESP Website: https://www.naesp.orgNational School Leaders Conference Information & Proposal SubmissionNational Gold Star School Program (application open through Jan. 31)AMLE Website: https://www.amle.orgConnect with April:Email: aknight@naesp.orgX (Twitter): @AKnightAprilSun, 30 Nov 2025 - 42min - 248 - Episode 247: You Don’t Have to Leave to Lead - A Conversation with Dr. Chris Jochum
Sponsor Spotlight: digiCOACH
Support for today’s episode comes from digiCOACH — the walkthrough and coaching platform designed to simplify data collection, strengthen feedback, and improve instructional clarity. Visit digiCOACH.com, mention Darrin sent you, and ask about special partner pricing.
In Episode 247 of the Leaning Into Leadership podcast, Darrin welcomes back repeat guest Dr. Christopher J. Jochum, founder and CEO of CJ Leadership Solutions, LLC, Professor and Chair of Teacher Education at Fort Hays State University, and a nationally recognized speaker, trainer, coach, and author.
The episode opens with a reflection on the “tap on the shoulder” moment many leaders experience — the first time someone sees leadership potential in them. Darrin connects this to research showing that 95% of students and 90% of teachers equate leadership with a title, highlighting why the work of developing teacher leaders is so critical.
Chris and Darrin explore the unique intersection of K–12 and higher education, including what Chris has learned as he transitioned into leading one of the largest teacher preparation programs in the country. He highlights the people, the culture, and the innovative mindset that make Fort Hays State a standout institution at a time when many university teacher prep programs are shrinking.
The conversation then pivots to Chris’s new book, You Don’t Have to Leave to Lead: A Practical Guide to Teacher Leadership — a culmination of years of teaching, research, and on-the-ground leadership development. They unpack key themes from the book, including:
🔥 Conversation Highlights
Leadership is about influence, not titles — and why this mindset shift is crucial for teachers.Why teacher leadership is NOT “one more thing” but rather strengthens a teacher’s core practice.The five major goals of teacher leadership and why they matter for school and district leaders.The connection between teacher leadership and student outcomes — and how raising the “leadership lid” (Maxwell) elevates entire campuses.How teacher leadership can extend careers, support retention, and create meaningful growth pathways.The “field of diamonds” metaphor and why leaders must look to the talent already in their building.Chris finishes by sharing how he is currently leaning into leadership — continuing to challenge himself, sharpen the saw, and prepare to write his next leadership book aimed at a broader audience.
About Dr. Chris Jochum
Dr. Christopher J. Jochum is the founder and CEO of CJ Leadership Solutions, LLC. A sought-after speaker, trainer, and coach, Chris partners with organizations throughout the U.S. and abroad to transform culture by developing leadership capacity at every level. He believes that leadership is about influence, not formal authority.
Chris also serves as Professor and Chair of the Department of Teacher Education atFort Hays State University, leading one of the nation’s largest teacher preparation programs. With nearly 30 years in K–12 and higher education, Chris began his career teaching Spanish and English as a Second Language before holding faculty appointments at the University of Central Missouri and the University of Nebraska at Kearney.
His research focuses on leadership development in both K–12 and higher ed, along with the value of study abroad. He hosts The Department Chair Leadership Podcast and is also the author of The Department Chair: A Practical Guide to Effective Leadership.
Connect with Dr. Chris Jochum
🌐 Website: CJLeadership.com
📧 Email: chris@cjleadership.com
🎙️ Podcast: The Department Chair Leadership Podcast
📘 Books: You Don’t Have to Leave to Lead and The Department Chair (Road to Awesome Publishing)
Dr. Jochum's previous appearance on Leaning into Leadership
Sun, 23 Nov 2025 - 33min - 247 - Episode 246: The 8-Step Framework Every Leader Needs for Difficult Conversations
Sponsor Spotlight: digiCOACH
Support for today’s episode comes from digiCOACH — the walkthrough and coaching platform designed to simplify data collection, strengthen feedback, and improve instructional clarity. Visit digiCOACH.com, mention Darrin sent you, and ask about special partner pricing.
In this solo episode of the Leaning Into Leadership podcast, Dr. Darrin Peppard takes leaders deep into one of the most important—and most avoided—responsibilities of leadership: crucial conversations.
Darrin shares a vulnerable story from early in his principalship and unpacks the powerful lesson he learned about how silence, avoidance, and hesitation can erode culture, damage trust, and create uncertainty. From there, he introduces a clear, actionable, eight-step framework rooted in the work of Patterson, Grenny, McMillan, and Switzler’s Crucial Conversations, adapted for leaders in every sector.
Listeners will learn how to:
Center themselves before delivering hard messagesRemove assumptions and stay grounded in factsCreate psychological safetyDescribe performance gaps clearly and respectfullyInvite honest dialogueCollaboratively build solutionsReinforce alignment through clear commitmentsSustain accountability through effective follow-upDarrin then applies the framework to threereal-world leadership scenarios—from education, construction, and healthcare—providing detailed sample dialogue and leadership moves leaders can use immediately.
Whether you’re leading a school, a team, a department, or an organization, this episode will equip you with the clarity, confidence, and courage to navigate the tough moments that shape culture.
In This Episode, You'll Learn:
Why tough conversations define leadership effectivenessWhat makes a conversation “crucial”The 8-step Crucial Conversations Leadership FrameworkHow to avoid assumptions and approach conversations with purposeHow to balance accountability with empathyHow leaders across industries can apply these steps (with detailed examples)Three Real-World Scenarios Covered:
- Education — Staff not following safety protocolsConstruction — Crew leader disrespecting team membersHealthcare — Nurse omitting required patient handoff details
These examples model exactly what effective leadership conversations sound like.
Episode Resources:
The AWESOME Leadership Action GuideLeadership keynote information go to https://darrinpeppard.comConnect with Darrin on LinkedIn, Instagram, and social platformsThu, 20 Nov 2025 - 33min - 246 - Episode 245: Belonging Begins with Us - Leadership Lessons from Jayme Braida
Partner Spotlight:
Let’s face it — leadership is complex. That’s why Darrin is proud to partner with digiCOACH, a walkthrough and coaching platform that simplifies observation and feedback so leaders can focus on what really matters — students and instruction.
Visit digiCOACH.com and mention that Darrin sent you for special partner pricing.
In Episode 245 of the Leaning Into Leadership podcast, Dr. Darrin Peppard sits down with Jayme Braida, Principal of Columbus Elementary in Chariton, Iowa, and the 2025 Iowa Elementary Principal of the Year.
Jayme opens up about her personal journey—from overcoming childhood ADHD and family trauma to becoming a passionate advocate for trauma-informed leadership, equity, and authentic connection. She shares the mindset shifts that helped her turn her challenges into strengths and how those experiences shape her leadership every single day.
Listeners will learn:
Why vulnerability and self-awareness are the foundation of strong leadershipHow to foster safety and belonging for students and staffPractical steps to build trauma-informed practices into everyday school cultureThe importance of joy and purpose in sustaining long-term impactThis is an episode full of honesty, reflection, and hope—a must-listen for any leader who believes in the power of connection to drive transformation.
Connect with Jayme at jaymebraida.com
Sun, 16 Nov 2025 - 39min - 245 - Episode 244: Clarity - A Leader’s Secret Weapon
Partner Spotlight:
Let’s face it — leadership is complex. That’s why Darrin is proud to partner with digiCOACH, a walkthrough and coaching platform that simplifies observation and feedback so leaders can focus on what really matters — students and instruction.
Visit digiCOACH.com and mention that Darrin sent you for special partner pricing.
Have you ever felt like you’re just running from one issue to the next — solving problems, answering questions, and checking boxes — only to end the day realizing you didn’t actually move the needle on what matters most?
If that sounds familiar, you’re not alone. The issue isn’t time — it’s clarity.
In this solo episode, Dr. Darrin Peppard dives deep into why clarity is the most powerful tool a leader can possess. He explores how clarity transforms busyness into impact, how it builds trust, and how leaders can create cultures where everyone understands the “why” behind the work.
You’ll learn practical steps to:
Gain clarity for yourself by aligning purpose, priorities, and actionsCommunicate clearly so your team knows where you’re going and whyModel and empower clarity to drive ownership and momentumBuild a culture of clarity that strengthens trust and accountabilityDarrin also references Hubert Joly’s Harvard Business Review article on values-driven leadership and shares how Stephen Covey’s reminder — “The key is not to prioritize what’s on your schedule, but to schedule your priorities” — is foundational to effective leadership.
Because when leaders lead with clarity, organizations move with purpose.
Resources Mentioned:
AWESOME Leadership Action Guide — a free tool to help you clarify your purpose and priorities“5 Principles of Purposeful Leadership” by Hubert Joly (Harvard Business Review)Visit our website: https://darrinpeppard.com/Sun, 09 Nov 2025 - 18min - 244 - Episode 243: Unbreakable Leadership - Strategies for Surviving Toxic Environments with Kate Lowry
Clarity in leadership starts with visibility—and that’s exactly what DigiCoach delivers. Designed to simplify walkthroughs and feedback, DigiCoach helps school leaders build a culture of coaching rooted in trust, consistency, and growth. Collect data, identify trends, and turn every classroom visit into an opportunity for meaningful support and improvement.
Visit digiCOACH.com and mention that Darrin sent you for special partner pricing.
What happens when the person leading your organization leads through fear? In this powerful and practical episode, Darrin sits down with Kate Lowry, a Silicon Valley–based CEO coach, venture capitalist, and author of Unbreakable: How to Thrive Under Fear-Based Leaders.
Kate and Darrin unpack the realities of working under toxic, dominance-driven leadership and share strategies for not only surviving but thriving in those environments. From understanding a fear-based leader’s motivations to preserving your own energy and identity, Kate offers tools that empower listeners to regain control, find their voice, and protect what matters most.
In this episode:
What fear-based leadership really looks like in practiceHow to use emotional intelligence and strategy to navigate toxic power dynamicsThe “gray rock” method — and why being boring can be powerfulHow to protect your time, energy, and sense of selfWhen to stand your ground — and when it’s time to move onPractical takeaways from Unbreakable that every leader should knowConnect with Kate Lowry
Website: katelowry.com
Unbreakable: How to Thrive Under Fear-Based Leaders
Amazon (Paperback) | Amazon (eBook)
Sun, 02 Nov 2025 - 32min - 243 - Episode 242: Building the Bench - Leadership Growth with Dr. Dan Hornick
In this special on-location episode of Leaning Into Leadership, Dr. Darrin Peppard sits down with longtime friend and colleague Dr. Daniel Hornick, Superintendent of Orange County Public Schools in Virginia. Together, they unpack what it truly takes to grow future leaders in education, the realities of superintendent leadership today, and the balance between leading your board, your organization, and yourself.
Dr. Hornick shares insights on:
Building a leadership pipeline through intentional coaching and “grow-your-own” development.Managing the dichotomy between leading a district and leading a school board.The value of trust, transparency, and reflection in effective leadership.How partnering with an outside coach has elevated confidence, clarity, and consistency across his district’s leadership teams.This conversation goes beyond education—it’s about how any organization can strengthen its leadership culture through trust, reflection, and clarity of purpose.
Connect with Dr. Dan Hornick:
LinkedIn | X (@DanHornick)
Orange County Public Schools on LinkedIn
Connect with Dr. Darrin Peppard:
Visit darrinpeppard.com to explore his keynotes, leadership workshops, and coaching programs designed for school and corporate teams.
Sun, 26 Oct 2025 - 33min - 242 - Episode 241: Six Quotes That Shaped My Leadership (and the Road to Awesome)
Episode summary
To celebrate the launch of darrinpeppard.com, Darrin shares six quotes that have shaped his leadership—and how each one connects to clarity, systems, purpose, relationships, and the courage to take the road less traveled. Along the way, he shares pivotal stories: moving from “Captain Chaos” to intentional leader, the coaching that changed everything, trusting relationships over titles, and choosing the Road to Awesome.
The six quotes & themes
- “Clear is kind.” — Brené Brown → Clarity is respect; clear expectations build trust and culture.“You don’t rise to the level of your goals, you fall to the level of your systems.” — James Clear → Systems create freedom; move from reactive to proactive.“We are uniquely positioned to help the person we once were.” — Rory Vaden → Why Darrin coaches overwhelmed leaders: he was one.“People don’t buy what you do; they buy why you do it.” — Simon Sinek → Purpose drives followership; leadership begins with why.“The quality of your leadership is reflected in the quality of your relationships.” — John C. Maxwell → Leadership is a people business; trust is the measure.“Two roads diverged… I took the one less traveled…” — Robert Frost → Courage to choose the harder, truer path—the Road to Awesome.
Key moments & stories
Early lesson: tough conversations and the kindness of clarity.From big goals/small systems to calendar discipline and true prioritization.Coaching that shifted Darrin from firefighter to leader.Purpose as the anchor for speaking, coaching, and the new site.A critic turned ally: trust as leadership’s true metric.Three “two-roads” inflection points: focusing on what’s right, leader vs. firefighter, and the leap into entrepreneurship.Timestamps (approx.)
00:00 — Welcome & website launch celebration
02:40 — Quote 1: Clear is kind
05:30 — Quote 2: Goals vs. systems
09:10 — Quote 3: Helping the leader I once was
14:40 — Quote 4: People buy your why
18:00 — Quote 5: Relationships mirror leadership
22:10 — Quote 6: The road less traveled
27:10 — Call to action & close
Resources & links
Explore the new site: darrinpeppard.comGrab the free AWESOME Leadership Action Guide (link in show notes)Speaking, coaching, and workshops: inquire via the site’s contact pageCall to action
If you’re ready to move from chaos to clarity and lead with intention, visit darrinpeppard.com and download the FREE AWESOME Leadership Action Guide. Book Darrin for your next keynote, retreat, or leadership team training.
Wed, 22 Oct 2025 - 25min - 241 - Episode 240: Leading Through What You Can’t Control
In this solo episode, Dr. Darrin Peppard dives deep into one of the hardest challenges leaders face — guiding their teams through circumstances completely outside their control. From district-wide budget cuts to post-COVID uncertainty, Darrin explores how leaders can help their teams release what they can’t control and regain focus, trust, and agency around what they can.
Drawing on a real coaching conversation and a personal story from his time as a superintendent, Darrin outlines how acknowledging loss, re-centering on purpose, and empowering staff voice can rebuild trust and momentum during difficult times. You’ll walk away with practical tools you can use in your next leadership meeting — including a powerful exercise to help your team “throw away” the things they can’t control and reclaim focus on what truly matters.
In this episode:
The emotional toll leaders and teams experience during crisesHow to help your people let go of what’s beyond their controlA real-world example from a post-COVID leadership retreatThree concrete leadership actions to rebuild trust and focusA simple reflection question to guide your next team meetingLeaders can’t fix everything — but they can bring calm, clarity, and courage to those they serve.
Sun, 19 Oct 2025 - 20min - 240 - Episode 239: The Science of Action - Unlocking Your Conative Strengths with David Kolbe
Leadership starts with self-awareness—but most assessments only tell part of the story. In this episode, Dr. Darrin Peppard sits down with David Kolbe, CEO of Kolbe Corp, to explore the conative side of the human mind—the part that drives how we take action.
David explains the difference between thinking, feeling, and doing, and how the Kolbe A™ Index reveals your natural patterns for solving problems and taking initiative. Together, Darrin and David discuss:
The four Action Modes—Fact Finder, Follow Through, Quick Start, and Implementer—and what each reveals about how you get things doneWhy diverse conative strengths make teams more effectiveHow understanding these instincts improves hiring and collaborationDarrin’s own Kolbe A™ results (4-4-7-4) and what they say about his leadership styleThe connection between conation, culture, and AI in modern organizationsWhether you’re leading a school district, a company, or a small team, this conversation will help you leverage what comes naturally—so you can do more, more naturally.
Connect with David Kolbe & Kolbe Corp:
🔗 Website – Kolbe.com
🔗 Learn More – Do More, More Naturally
💼 LinkedIn – David Kolbe | Kolbe Corp LinkedIn
📱 Instagram | TikTok | Facebook | YouTube | Twitter/X
Connect with Dr. Darrin Peppard:
🌐 Road to Awesome | LinkedIn
🎙️ Subscribe to the Leaning Into Leadership Podcast
Sun, 12 Oct 2025 - 42min - 239 - Episode 238: Leading with Clarity with Casey Watts
In this episode, I sit down with Casey Watts—speaker, author, thought leader, and creator of the Clarity Cycle Framework. With over 20 years in education and a decade of coaching experience, Casey has helped countless leaders bridge gaps, foster commitment, and build sustainable alignment in their teams.
We dig into the missing piece that derails so many leaders: clarity. From the dangers of jargon like “fidelity” and “rigor” to building shared ownership of definitions, Casey unpacks how leaders can eliminate “quiet chaos” and create cultures of transparency and trust. She walks us through the six habits of her Clarity Cycle Framework—determine focus, analyze, gain insight, cast vision, celebrate, and calibrate—and why clarity isn’t just about communication but about creating habits that stick.
Along the way, Casey shares stories from her own leadership journey, the power of celebrating intentionally, and how redefining clarity can transform collaboration across schools and organizations.
We wrap up with Casey’s vulnerable and inspiring reflection on her own growth as a leader—challenging the narratives we carry into our work.
Connect with Casey:
🔗 Website: catchingupwithcasey.com
🔗 LinkedIn: linkedin.com/in/catchupwithcasey
🔗 Instagram: instagram.com/catchupwithcasey
🔗 YouTube: youtube.com/@catchupwithcasey
Sun, 05 Oct 2025 - 42min - 238 - Episode 237: Family, Faith, and Fist Bumps with Dr. Zac Bauermaster
In this week’s episode of Leaning Into Leadership, I sit down with Dr. Zac Bauermaster, an elementary principal in Lancaster County, PA, whose fist-bump videos with students recently went viral — one reaching over 382 million views on Instagram. But behind the headlines is a leader who has learned through personal challenges, family priorities, and a deep commitment to faith what it truly means to lead with people first.
Zac shares openly about his journey through teaching, administration, and overcoming struggles with anxiety and overwork. He talks about shifting from chasing “work-life balance” to finding a “work-life rhythm,” building systems that align priorities with actions, and the importance of being intentional about presence both at school and at home.
We also explore his writing, including his six-pillar “PEOPLE” framework for fruitful leadership: Prioritize, Empathize, Observe, Pray, Love, and Encourage. Along the way, Zac reminds us that small, consistent acts of encouragement can have lifelong impact.
This is an inspiring and authentic conversation about leadership, culture, family, and faith — one that will encourage every leader to pause, reflect, and lean into what matters most.
Connect with Dr. Zac Bauermaster
Website: ZacBauermaster.comInstagram, Facebook, X: @ZBauermasterBooks: Available on AmazonSun, 28 Sep 2025 - 30min - 237 - Episode 236: Courage, Recovery, and Hope with Dr. Kacy Shahid & Dr. Kevin Lein
In this episode, Dr. Darrin Peppard is joined by Dr. Kacy Shahid and Dr. Kevin Lein, members of NASSP’s Principal Recovery Network. They share their personal journeys through tragedy, the lessons they’ve learned, and the hope they bring to school leaders everywhere.
Key Themes
Leading through crisis and recoveryThe role of empathy, vulnerability, and preparationHow the Principal Recovery Network supports school leadersThe Principal Recovery Network Guide and how it helps communities healWhy “heartening schools” is as important as hardening themPractical advice for leaders on rest, trust, and courageAbout the Guests
Dr. Kacy Shahid transitioned from substitute teacher to principal in six years, eventually leading her alma mater, Central Visual and Performing Arts High School in St. Louis. After experiencing the tragedy of a school shooting in 2022, she found renewed purpose in advocacy and healing. She is the author of Know Your Place, Run Your Race and the 90-day journal HEARTWORK. She currently serves as a Strategic Advisor and Community Engagement Lead in Higher Education.
📌 Connect: LinkedIn | Instagram/Twitter: @DrKacyShahid | Facebook: Kacy Shahid
Dr. Kevin Lein is an assistant professor at Wayne State College (NE) with over 35 years of experience in education as a teacher, coach, principal, and higher education leader. A survivor of a school shooting, Dr. Lein has become a leading advocate for personalized learning, system reform, and safe schools. He is a founding member of the Principal Recovery Network and a national voice for heart-centered leadership.
Sun, 21 Sep 2025 - 45min - 236 - Episode 235: Cutting Through the Buzzwords and Bringing Clarity to Leadership Language
In this solo episode, Dr. Darrin Peppard dives into the leadership buzzwords we all hear — and probably use — without stopping to define. Words like collaboration, accountability, engagement, data-driven, and professional development can either sharpen our work or blur it entirely, depending on how leaders frame them.
Darrin shares Webster’s definitions of 10 powerful words, explores how they’re often misused in both education and corporate spaces, and provides leadership takeaways for creating clarity.
If you’ve ever told your team you want more “collaboration” or asked for “rigor” without explaining what that means, this episode is for you.
Takeaways:
Why words lose their power when they’re left undefined10 common buzzwords and what they should meanHow clarity in language creates clarity in actionWords are powerful — but only when leaders define them clearly.
Timestamps Outline
00:00–02:25 | Introduction, inspiration for the episode, why words matter02:25–04:45 | The danger of buzzwords without definition04:48–07:12 | Word #1: Collaboration07:12–09:34 | Word #2: Accountability09:34–12:02 | Word #3: Engagement12:02–15:41 | Word #4: Curriculum15:41–17:32 | Word #5: Rigor17:32–20:47 | Word #6: Fidelity20:47–23:19 | Word #7: Best Practices23:19–24:54 | Word #8: Data-Driven24:54–26:38 | Word #9: Expectations26:38–30:17 | Word #10: Professional Development30:17–End | Wrap-up, leadership challenge, and call to actionConnect with Darrin on social media @DarrinMPeppard on all platforms
Website: www.roadtoawesome.net
Email: darrin@roadtoawesome.net
Wed, 17 Sep 2025 - 33min - 235 - Episode 234: Second Mile Leadership with Dr. Jason Williamson
Dr. Darrin Peppard sits down with Dr. Jason Williamson—speaker, author, and creator of the Second Mile Mentality—to explore how leaders move beyond minimum expectations and build cultures where presence becomes proof. From a tiny Arkansas town to college athletics and the principal’s office, Jason’s journey shaped a practical framework for resilience, excellence, and intentional service.
He unpacks the Second Mile philosophy (go above the job description), the PACE model (Purpose • Affirmation • Collaboration/Control • Engagement), and concrete strategies for modeling, celebrating growth, and handling resistance without taking it personally. If you’re an early-career AP/Principal or a veteran leader sharpening your edge, this episode delivers playbook-ready tactics.
In this episode:
Tech hiccups, persistence, and the leadership lesson of “find a way”From Ozan, AR (pop. 81) to college athletics: foundations of service-first leadershipSecond Mile leadership: presence → proof; kindness, eye contact, enthusiasmTurning customer-service training into school culture (the “my pleasure” mindset)Modeling what matters: visibility in halls, classrooms, and duty postsPACE core values in action:Put students firstFocus on learningSupport each otherCommit to growthEngage in the processDealing with disengagement and tough feedback without getting defensivePreparing assistant principals for the leap to the principal’s chairConnect with Dr. Jason Williamson
Website & socials: IAmJasonWilliamson.com and @IAmJasonWilliamson
LinkedIn: JasonWilliamsonEDD
Linktr.ee - Jason Williamson
Sun, 14 Sep 2025 - 48min - 234 - Episode 233: Racing the Future with Brad Waid - AI, Industry 4.0, and Leadership
In Episode 233 of the Leaning Into Leadership podcast, Dr. Darrin Peppard welcomes Brad Waid — award-winning Emerging Technology Leader, international keynote speaker, and global futurist. Brad shares insights from his forthcoming book Racing the Future: How Industry 4.0 Is Shaping the World of Work, Business, and Education.
They explore the intersection of AI, Industry 4.0, and education — from classroom adoption and teacher hesitancy to corporate applications and future workforce demands. Brad explains how technology can enhance, not replace, our humanity, why soft skills remain critical, and how industries like automotive are re-skilling workers as automation grows.
Listeners will learn about the five-step process Brad uses to help schools and organizations embrace AI responsibly, the misconceptions around jobs being replaced, and how leaders in any sector can stay ahead by building awareness and focusing on people.
Brad also shares his personal journey from third-grade teacher to global futurist, the story behind the title Racing the Future, and his current passion for mentoring and coaching others to elevate their leadership.
Pre-order Racing the Future now on Amazon or Barnes & Noble, and connect with Brad at bradwaid.com or newhorizonsglobal.net.
Sun, 07 Sep 2025 - 39min - 233 - Episode 232: Six Essential Elements of School Culture (and How Leaders Shape Them)
In this solo episode of Leaning Into Leadership, Dr. Darrin Peppard dives into the heartbeat of every great school: its culture. Drawing from personal experiences as a principal and superintendent, as well as insights from his writing and coaching, Darrin unpacks six essential elements of school culture and how leaders can directly influence each one.
From clarity of vision to the importance of celebration, he explores how daily actions and leadership choices either strengthen or weaken the culture we want for our schools. You’ll hear stories from his own leadership journey—including lessons from coaching, team retreats, and learning to stop being “Captain Chaos”—and walk away with strategies you can put into practice immediately.
In this episode, you’ll learn:
Why clarity of purpose and vision is the anchor for cultureHow trust and psychological safety empower staff and students to take risksThe role of relationships and belonging in creating connected schoolsWays to reinforce culture through celebration and recognitionWhy consistency and accountability protect trust and fairnessHow leaders shape culture through modeling and intentionalityCulture isn’t a poster or program—it’s the lived reality in your classrooms, hallways, and community. As leaders, you are the culture carriers.
Grab my free School Leaders Planner here to help you prioritize what matters most, block time with intention, and stay focused on the work only you can do.
Grab an autographed copy of Road to Awesome: The Journey of a Leader
Sun, 31 Aug 2025 - 33min - 232 - Episode 231: Building Trust and Leading with Courage - A Conversation with Dr. Jen Schwanke
This week on the Leaning Into Leadership podcast, I sit down with Dr. Jen Schwanke, a seasoned educator, author, and deputy superintendent with nearly three decades of experience. Together, we explore the history of public education and why times of societal unrest so often result in schools being placed under the spotlight.
Dr. Schwanke shares insights from her doctoral research, her leadership journey, and her brand-new book, Trusted: Trust Pillars, Trust Killers, and the Secret to Successful Schools. We dig into:
Why schools feel under attack during turbulent times—and why this isn’t new.How leaders can avoid the traps of denial, defensiveness, or despair when criticism comes.The importance of being trust willing as well as trustworthy.Why strong systems are essential for good people to thrive.Practical advice for new principals handed the master keys for the first time.Strategies for instructional leadership when you don’t feel like an expert in every content area.How to build authentic trust with staff, parents, and students—and why curiosity beats judgment every time.Whether you’re stepping into school leadership for the first time or looking to sharpen your ability to lead with trust and positivity, Dr. Schwanke’s wisdom will help you show up with courage, clarity, and relentless optimism.
📚 Learn more about Dr. Schwanke’s work and books: JenSchwanke.com
✉️ Sign up for her newsletter: Principal Problems with Dr. Jen
🎧 Listen to her on the Principal Matters podcast
Sun, 24 Aug 2025 - 47min - 231 - Episode 230: Leading with Grace - Navigating Your Leadership Lifespan with Julia Bialeski
What if your approach to leadership could be defined by just six words: Be brave, and care about people?
Julia Bialeski has lived those words throughout her 20+ year career in public education, serving as a teacher, instructional specialist, assistant principal, elementary principal, and now Coordinator of Recruitment and Hiring for the Howard County Public School System in Maryland. She’s also the author of Leading with Grace: Cultivating Hope, Authenticity, and a Focus on People Throughout the Leadership Lifespan.
In this episode, Julia and I explore:
Her framework for the leadership lifespan — what it is and why it matters for leaders at every stage.How to enter a new leadership role with purpose, clarity, and strong relationships.The essential connection between recruitment, hiring, and retention — and why listening is your best strategy.The systems and boundaries leaders need to protect wellbeing and model it for others.How to build long-term pipelines for talent in schools and districts.Whether you’re a brand-new administrator or a seasoned leader starting a new chapter, Julia’s insights will help you navigate change with authenticity, focus, and grace.
WEBSITE:juliabialeski.com
Link to book: https://a.co/d/9jvD9Nk
Link to subscribe to my free weekly Strategic Serenity newsletter: http://eepurl.com/jhBD3s
LinkedIn: www.linkedin.com/in/julia-bialeski-7a4a122a9
Instagram: @julia.bialeski
Sun, 17 Aug 2025 - 45min - 230 - Episode 229: Start Strong, Stay Strong - 5 Intentional Leadership Moves for the Year
The energy of a new school year is electric — but how do you make sure it lasts past the first bell in August? In this solo episode, Dr. Darrin Peppard shares five intentional leadership moves to keep your momentum alive from day one to the final bell. Drawing from his own experience as a principal, superintendent, and leadership coach, Darrin gives practical, actionable strategies you can start using right now. From anchoring your year with regular check-ins to guarding your calendar like your culture depends on it, these steps will help you start strong and stay strong through every season of the school year.
What You’ll Learn in This Episode:
Why momentum isn’t magic — and how to build it intentionallyHow to schedule “pulse checks” that keep your team alignedThe difference between empowerment and just delegating tasksHow to resist “shiny object syndrome” and stay focused on what matters mostSmall celebration and gratitude habits that reinforce your cultureWhy your calendar is one of your most powerful culture toolsIf you want to keep your August energy alive in October, January, and beyond — this episode is for you.
Wed, 13 Aug 2025 - 23min - 229 - Episode 228: Strengthening PLCs with Clarity, Trust, and Purpose with Dr. Chad Dumas
In this episode of Leaning Into Leadership, Dr. Darrin Peppard sits down with Dr. Chad Dumas—PLC expert, consultant, and author of the new book The Teacher Team Leader Handbook. Together, they unpack what it takes to build highly effective PLCs in schools, with a strong focus on clarity, trust, and the role of teacher team leaders.
🔑 Topics covered:
Why PLCs often get stuck—and how to move them forwardThe three critical responsibilities of a PLC team leaderHow to create psychological safety and trust on collaborative teamsWhy conflict can be productive (if it’s managed well)Strategies for building leadership capacity across your staffWhy vulnerability isn't weakness—it's the first step to trustHow to start strong, whether you’re launching a new school or relaunching PLCsAnd yes... Chad shares his current top-ranked BBQ spot 🍖Whether you're a principal, team leader, or district leader, this episode offers practical strategies and real talk about what it takes to build and sustain thriving teams.
📚 Learn more about Chad’s books:
Teacher Team Leader Handbook: Simple Habits to Transform Collaboration in a PLC at WorkLet’s Put the C in PLC: A Practical Guide for School LeadersAn Action Guide to Put the C in PLC: Reflecting and Doing📍 Mentioned in this episode:
Google’s Project Aristotle on effective teamsPatrick Lencioni’s Five Dysfunctions of a TeamThe concept of "giraffe conversations" and inclusion vs. icebreakers🎧 Tune in and walk away with tools to support your team, grow leaders from within, and lead with greater clarity.
Sun, 10 Aug 2025 - 42min - 228 - Episode 227: Leadership Starts with Clarity: A Joint Episode with Joshua Stamper
In this special joint episode of Leaning Into Leadership and Aspire to Lead, Darrin Peppard and Joshua Stamper team up once again for their annual back-to-school leadership conversation.
As educators and leaders gear up for a new year, Darrin and Joshua dive deep into:
What clarity looks like at the start of the school yearHow new leaders can define success before the chaos beginsBuilding relationships and trust before pushing new initiativesThe power of clearly modeling expectationsMaking feedback, coaching, and support part of your leadership culturePractical ways to sustain clarity, energy, and intentionality all year longWhether you're just stepping into leadership or returning for your 20th year, this episode offers real-world strategies to help you start strong and stay focused on what matters most.
👉 Related blog post: Clarity for School Leaders – What to Do Now to Set Your Team Up for Success
👤 Guest Bio – Joshua Stamper
Joshua Stamper initially used his artistic talent and creative thinking as a professional graphic designer before transitioning into public education, where he found his calling in helping students express themselves and thrive. His own struggles as a student inspired his mission to challenge the status quo of education, promote innovative practices, and lead with empathy.
Joshua has served as a middle school Assistant Principal in North Texas for the past eight years, across four campuses and two districts. In addition to his administrative work, he is the author of Aspire to Lead, host of the Aspire to Lead podcast, a leadership coach, and educational presenter.
Joshua and his wife Leslie are the proud parents of five children, three of whom they adopted from foster care. They are both trained in trauma-informed practices, which Joshua incorporates into his leadership style.
Check out Joshua's new book (co-authored with Charle Peck) The Language of Behavior: A Framework to Elevate Student Success
📲 Connect with Joshua:
Website: www.joshstamper.com
Twitter/Instagram: @Joshua__Stamper
Sun, 03 Aug 2025 - 41min - 227 - Episode 226: Stressed Leaders Stay in the Game with Dan Stecken
Too many school leaders wear burnout like a badge of honor. Dan Stecken was one of them—until he hit a wall. In this episode, Dan, the Superintendent of Seneca Township High School in Illinois, joins Darrin to share his powerful journey from overwhelmed and unhealthy to intentional and empowered.
Dan opens up about the toll leadership took on his health, the fallacy of servant leadership without self-care, and how shifting his mindset—and his habits—changed everything. Together, they discuss the real cost of constantly being “on,” how to stop being the help desk for your team, and the importance of building community and reclaiming purpose.
You’ll also hear about Dan’s book, Stressed Leaders Stay in the Game, and the immersive retreat experience he created to help other leaders shed the weight of burnout and rediscover their why.
In this episode:
Why servant leadership needs a rewriteThe myth of inbox zeroMorning habits that set the tone for better leadershipBuilding a leadership community where vulnerability is a superpowerHow Dan is helping leaders stay in the game👉 Connect with Dan Stecken:
LinkedIn: linkedin.com/in/dan-stecken
Website: stressedleaders.com
📘 Grab the book: Stressed Leaders: Stay in the Game (Published by Road to Awesome)
🎧 Subscribe to the podcast and leave a review to help other leaders find clarity and purpose on their journey.
Sun, 27 Jul 2025 - 43min - 226 - Episode 225: Creating High Performing Leadership Teams with the AWESOME Framework
In this solo episode, Dr. Darrin Peppard shares the framework and mindset behind truly effective leadership teams. Drawing on his work from coast to coast, including a recent workshop at the Innovative Schools Summit in Nashville, Darrin explains why high-performing leadership teams don’t happen by accident—they’re built with clarity, trust, and purpose.
Through powerful stories and practical takeaways, Darrin walks you through his AWESOME framework, a leadership model that has helped schools and districts across the country move from dysfunction to alignment. Whether you're leading a building or a district, this episode offers actionable insights to help your team become more aligned, accountable, and impactful.
In This Episode:
What separates great leadership teams from the ones that just get byThe most common traits of ineffective teams (misalignment, lack of trust, unclear roles)How to implement the AWESOME Teams Framework:Accept the challengeWelcome feedback and supportExamine your prioritiesStand on your valuesOperate intentionallyModel what you expectEngage in reflectionWhy team norms and trust are essential for collaborationHow to align your leadership team around shared instructional goalsThe value of team retreats and neutral-facilitated reflectionMemorable Quotes:
“If I want a better WE, I’ve got to be a better ME.”
“Great leadership teams aren’t built by accident. They’re built on purpose.”
“Be the thermostat, not the thermometer—set the tone instead of just reflecting it.”
Resources & Links:
RoadToAwesome.net – WebsiteThe Principal Academy – Online leadership courseBlog: Road to Awesome – Weekly leadership insightsBook: Road to Awesome: The Journey of a LeaderBook: Culture First ClassroomsConnect with Darrin:
Instagram/Facebook: Darrin M PeppardTikTok/X: @DarrinMPeppardLinkedIn: Darrin PeppardLeadership Retreats: Contact via Road to AwesomeCall to Action:
Share this episode with your leadership team and start a conversation about how you work together.Reflect: What is one step your team will take this week to become more aligned and intentional?Looking for a leadership retreat or customized support for your team? Reach out to Darrin to schedule your session.Sun, 20 Jul 2025 - 24min - 225 - Episode 224: The Liminal Space with Dr. Chris Fuzie
In Episode 224, Dr. Chris Fuzie joins Darrin for a fascinating conversation on behavior-based leadership and the concept of “liminal space”—the space where individuals lead and follow simultaneously. Drawing from his 28 years in law enforcement and extensive leadership consulting experience, Chris breaks down how leadership is not a position but a behavior, and how great leaders also embrace the role of the follower. This episode explores what gets in the way of effective leadership, why behavior matters more than titles, and how reshaping the leadership-followership dynamic is the next evolution in the field.
Guest Bio: Dr. Chris Fuzie is the owner of CMF Leadership Consulting and currently serves as the Business/HR Manager for a District Attorney’s office in California. A Leaderologist II and President of the National Leaderology Association, Chris holds a Doctor of Education (Ed.D.), M.A., and B.A. in Organizational Leadership, with graduate certificates in Human Resources and Criminal Justice Education.
Since 2010, he has developed and delivered leadership training for public, private, profit, and non-profit organizations. He is a graduate of the FBI National Academy and a former national instructor for the International Association of Chiefs of Police and California P.O.S.T. Courses. Chris is the author of Because Why... Understanding Behavior in Exigencies, S.C.O.R.E. Performance Counseling: Save the Relationship, Change the Behavior, and his latest book, Liminal Space: Reshaping Leadership and Followership.
Chris is honorably retired from the Modesto Police Department after 28 years of service, having led teams including the Homicide Team, Hostage Negotiations Team, Street-Level Drug Team, School Police Officer Team, and the Traffic Motor Unit.
Dr. Fuzie on Social Media:
https://www.linkedin.com/in/dr-chris-fuzie-ed-d-m-a-ol-vl2-37587934/
https://www.facebook.com/profile.php?id=100090255232861
https://www.facebook.com/chris.fuzie/
WEBSITE:
https://www.cmfleadership.com/
https://www.scoreperformancecounseling.com/
Sun, 13 Jul 2025 - 31min - 224 - Episode 223 NASSP POY Series Finale: Shauna Haney and the Power of Purposeful Leadership
In episode 223, Darrin wraps up the special six-part NASSP Principal of the Year finalist series with an inspiring conversation with Shauna Haney, Principal of Ogden High School in Ogden, Utah. Shauna shares her journey from teacher and coach to school leader, and how her coaching background helped shape her leadership philosophy.
We dig into the systems she and her team have put in place to support staff, build teacher-led professional development, and align their work around a shared vision rooted in ROAR: Relationships, Opportunity, Accountability, and Rigor. You’ll hear how her team has achieved a 95% staff retention rate and how small, intentional acts—like student-written postcards of appreciation and teacher shoutouts—help fuel a positive culture of gratitude.
Shauna also shares her approach to being present in the building, the importance of hallway zones and rolling desks, and how she's using data, teacher voice, and intentional leadership to make a lasting difference for her students and staff.
About Shauna Haney:Before becoming the principal of Ogden High School, Shauna Haney served as an assistant principal and taught exercise science, health, special education, and physical education. She’s a two-time Teacher of the Year and received a Distinguished Leadership Award in 2014. Known for her forward-thinking leadership, Shauna helped Ogden become one of Utah’s first schools to implement a no cell phone policy. Her focus on building a strong, supportive school culture has led to an impressive 90–95% staff retention rate post-COVID, and under her guidance, the school has made tremendous gains in literacy, graduation, PBIS, and talent development. Shauna credits the school’s success to the powerful synergy between staff, students, and a deeply supportive community.
Email Shauna:haneys@ogdensd.org
Books Mentioned:
The Wonder Drug: 7 Scientifically Proven Ways That Serving Others Is the Best Medicine for Yourself– By Stephen Trzeciak & Anthony Mazzarelli
Rerouting: Resilience Tools and Tactics– By Duncan Kirkwood
Driven by Data: A Practical Guide to Improve Instruction
– By Paul Bambrick-Santoyo
Tue, 08 Jul 2025 - 38min - 223 - Episode 222: Culture, Systems, and the Power of Listening with Jeff Linden
In this episode of the Leaning Into Leadership podcast, Darrin sits down with fellow high school principal and podcast host Jeff Linden, Principal of Hastings High School in Nebraska. With a shared passion for culture and leadership, Jeff and Darrin dive into what it really takes to build a thriving school environment—especially for those stepping into leadership roles for the first time.
Jeff opens up about his unconventional path to school leadership, including his service in the U.S. Army Reserves, a career in coaching, and his early days as a rookie head football coach and math teacher. He shares what inspired his transition to administration and how a single conversation set him on a leadership journey grounded in systems thinking and relationship building.
Topics covered include:
The power of systems to reduce chaos and create consistencyA 60-90-30 day transition plan for new school leadersHow to foster collective buy-in to support schoolwide accountabilityJeff’s approach to culture-first leadership and his school’s cell phone policy journeyWhy listening is a non-negotiable skill for new administratorsHow podcasting helps Jeff sharpen his leadership skillsIf you're stepping into school leadership—or looking to sharpen your systems and culture-building strategies—this episode is packed with insight and practical takeaways. Plus, Jeff shares how his podcast, Educational Leadership with Principal JL, is helping leaders grow and connect.
📩 Connect with Jeff:
Email: the.principal.jl@gmail.comPodcast: Educational Leadership with Principal JL (available on all major platforms)Social Media: Find his handles through his podcast pageMore contact info: https://dot.cards/principal_jlJeff Linden is the Principal of Hastings High School in Nebraska and the host of t the Educational Leadership with Principal JL podcast. With over 17 years in education, Jeff brings a wealth of experience as a teacher, coach, and school leader. A military veteran, Jeff’s leadership is grounded in discipline, systems thinking, and a passion for building strong school culture. He holds multiple advanced degrees in leadership and curriculum and is committed to empowering educators, supporting student success, and fostering collaborative school communities.
Sun, 06 Jul 2025 - 39min - 222 - Episode 221: The Power of Belief - Miguel Salazar’s Journey to Transformative Leadership (NASSP MS POY finalist)
In this powerful episode, Dr. Darrin Peppard sits down with Miguel Salazar, principal of Sundown Middle School and NASSP National Middle School Principal of the Year finalist. Miguel shares his deeply personal story—from growing up in poverty and facing multiple challenges as a youth to becoming a leader determined to give every student a chance at success.
Miguel explains how a single teacher, Coach Danny Randolph, changed the trajectory of his life by believing in him. Now, Miguel pays that belief forward through a culture-first leadership approach rooted in visibility, relationship-building, and care.
A highlight of their conversation is the “Beyond the Classroom” program, an initiative where staff use their passions—whether it’s budgeting, button sewing, or pickleball—to teach students life skills and, more importantly, to build trust and authentic connections.
Key takeaways from this episode:
The importance of being vulnerable and owning your story as a leaderWhy giving “every kid a champion” isn’t optional—it’s essentialA framework for building authentic relationships through schoolwide culture systemsThe role of self-care, balance, and spiritual growth in sustaining great leadershipWhether you're a new principal or a veteran leader, Miguel’s story and leadership model will inspire you to see the potential in every child—and in yourself.
Guest Bio: Miguel Salazar is the principal of Sundown Middle School in Sundown, Texas. Before assuming his current role, he served as a math teacher, coach, assistant principal, and high school principal. Miguel is committed to fostering positive school culture, promoting equity, and ensuring every student’s success. His leadership philosophy centers on shared accountability, high expectations, and building strong, authentic relationships with students and staff. Through innovative programs like “Beyond the Classroom,” Miguel and his team ensure every student has a champion who sees them not just for who they are today, but for who they can become.
Tue, 01 Jul 2025 - 37min - 221 - Episode 220: Bridges, Belonging, and Buy-In with Joe LaTorre
In this episode of Leaning Into Leadership, Darrin sits down with Joe LaTorre, a middle school English teacher, team coordinator, and founder of the Bridges program in Long Island, NY. Joe shares how looping, relationship-building, and culturally responsive practices help him build classroom communities rooted in trust and student empowerment. They dive deep into the origin and impact of Bridges, a student leadership and cultural exchange initiative, and explore how educators can go beyond curriculum to foster belonging and long-term engagement.
Joe and Darrin discuss everything from rethinking first-day icebreakers to helping students tackle real-world issues like mental health and community leadership. You’ll hear stories about students taking charge, serving their communities, and building relationships that last beyond the school walls. If you’re looking for actionable ways to build student agency and school culture—this episode delivers.
🎧 About Joe LaTorre:
Joe LaTorre’s unconventional journey—from finance to an unexpected stint with the Teletubbies—ultimately led him to his true calling: education. What began as a passion for inspiring a love of reading and writing grew into a mission to equip students and adults with the skills and mindsets needed to thrive in an ever-changing world. Through leadership development, innovation, and a focus on purpose, his work challenges apathy and unlocks potential.
As the founder of Bridges, a partnership between two Long Island school districts, Joe has helped teenagers develop leadership and communication skills to shape their futures. A two-time New York State Teaching Award winner, he has led district-wide initiatives, presented at regional and national forums, and been featured in multiple media outlets. Known for bringing people together and fostering cultures of success, Joe continues to explore new ways to create transformative educational experiences.
📱 Follow Joe on Instagram: @TheJoeLaTorre
🌐 Learn more at: www.JosephLaTorre.net
Sun, 29 Jun 2025 - 38min - 220 - Episode 219: Leading with Intention and Heart: A Conversation with Terita Walker (NASSP HS POY Finalist)
In this fourth installment of our special NASSP Principal of the Year series, Darrin sits down with Terita Walker, principal of Denver East High School and one of three finalists for NASSP’s 2025 National High School Principal of the Year award.
Walker has transformed East into a school where inclusivity, student empowerment, and academic excellence thrive. With nearly two decades at the school, she reflects on her growth as a leader, the intentional systems she's built to elevate student voice, and how she's making time to deeply connect with teachers post-pandemic.
This episode explores how school culture is built through trust, visibility, and authenticity—and why Terita believes joy is found in the journey.
About Terita Walker
Walker is the principal of Denver East High School in Colorado. Through intentional leadership and a deep commitment to equity, she has fostered a culture where students and staff thrive. She regularly engages with East’s 90+ affinity groups, hosts monthly coffee chats, co-leads community events, and credits the school’s success to the collective work of students, staff, families, alumni, and district partners.
Thu, 26 Jun 2025 - 34min - 219 - Episode 218: What’s in Your Can? Leadership Lessons from Alaska with Sherilynn Boehlert (NASSP MS POY Finalist)
In this third episode of our NASSP National Principal of the Year Finalist series, we head to Ketchikan, Alaska, where Sherilynn Boehlert serves as the principal of Schoenbar Middle School. Sheri shares her inspiring leadership journey—from growing up in a family of educators to leading a Blue Ribbon elementary school and now impacting lives at the middle level.
With honesty and humor, Sheri unpacks her leadership “survival can”—the key tools and values that have helped her build continuity, shared leadership, and school-wide improvement. She discusses the power of relationships, the importance of hiring for fit and culture, and how her team’s deep trust has fueled meaningful change.
Plus, we hear about Schoenbar’s legendary student survival trip, an experience unlike any other that not only connects students to nature—but serves as a powerful metaphor for leadership.
This episode is filled with truth bombs, laughter, and deep insight into what it means to lead with heart in challenging and beautiful places.
Guest Bio:
Sherilynn Boehlert is the principal of Schoenbar Middle School in Ketchikan, Alaska. Previously, she served as the school’s assistant principal and was the principal of Point Higgins Elementary School, which was named a National Blue Ribbon School under her leadership. Boehlert is a graduate of Arizona State University West’s Leadership for Educational Entrepreneurs program and is deeply committed to student-centered decision-making, inclusive leadership, and data-driven practices that build strong, collaborative environments.
Connect with Schoenbar Middle School:
📘 Facebook: Schoenbar Middle School
🌐 Website: Ketchikan Gateway Borough School District
Tue, 24 Jun 2025 - 41min - 218 - Episode 217: Trust Based Observations with Craig Randall
Episode Summary:
Teacher evaluation has long been a source of frustration—for both educators and administrators. In this episode of the Leaning Into Leadership podcast, I sit down with Craig Randall, the developer and author of Trust-Based Observations, to reimagine what teacher observation can and should look like.
Craig shares how shifting the focus from ratings to relationships not only supports teacher growth but also transforms school culture. We talk about why most traditional evaluation models actually hinder innovation, how to build psychologically safe spaces for professional learning, and what it takes to move from a compliance-based mindset to one of curiosity, collaboration, and trust.
You’ll also hear:
The 9 key pedagogical focus areas of the TBO systemHow to navigate time and legal constraints with TBOWhy great teachers still need—and crave—strong feedbackWhat Brene Brown’s “trust marbles” have to do with better instructional leadershipHow leaders can model the exact mindset they want teachers to bring to their classroomsWhether you’re a district leader, principal, or aspiring administrator, this episode will challenge your assumptions and offer a clear path to better, more human-centered instructional leadership.
👤 About Craig Randall
Craig Randall is the developer and author of Trust-Based Observations. Over the past 30+ years, he has worked in education as a counselor, coach, teacher, and principal. Today, Craig trains school leaders around the globe in the TBO system—a framework that replaces fear-based evaluations with trust-driven feedback, resulting in stronger instruction, teacher innovation, and school cultures rooted in psychological safety.
Craig is also the host of the 20 Minutes of Teaching Brilliance (On the Road with Trust-Based Observations) podcast, where he highlights real conversations with classroom teachers about what makes great teaching and learning come alive. He frequently speaks at education conferences and is currently working on his second book.
📘 Learn more at: trustbased.com
📧 Contact: craig@trustbased.com
🎙️ Podcast: 20 Minutes of Teaching Brilliance
📱 Connect:
X/Twitter: @TrustBasedCraigLinkedIn: Craig RandallFacebook + Instagram: Craig RandallBluesky: @trustbasedcraig.bsky.socialSun, 22 Jun 2025 - 42min - 217 - Episode 216: Culture, Collaboration, and Buffalo Chicken Dip: A Conversation with Tony Cattani (NASSP HS POY Finalist)
In this inspiring episode of Leaning Into Leadership, we continue our NASSP National Principal of the Year series with Tony Cattani, a finalist for the 2025–2026 National High School Principal of the Year. For 18 years, Tony has led Lenape High School in Medford, NJ, where he's created a thriving school culture grounded in trust, reflection, and instructional growth.
Tony shares how his leadership journey evolved from managing to truly leading, and how a single conference keynote transformed his outlook. We dive into his groundbreaking peer observation model that has generated more than 3,000 teacher visits, fostered collective efficacy, and built a culture where everyone grows together. From collegiality cafes to popcorn lesson invitations, Tony’s story is a masterclass in empowering educators and redefining professional development.
This conversation is packed with actionable leadership insights, a healthy dose of humility, and yes—a metaphor involving Buffalo chicken dip that perfectly sums up what it means to lead with purpose and pride.
Learn more about NASSP's Principal of the Year program athttps://www.nassp.org/news/nassp-announces-national-principal-of-the-year-finalists/
Thu, 19 Jun 2025 - 39min - 216 - Episode 215: So What, Now What – A Conversation with Dr. Damon Lewis (NASSP MS POY Finalist)
In this powerful kickoff to our NASSP Principal of the Year finalist series, Dr. Damon Lewis of Ponus Ridge STEAM Academy in Norwalk, CT shares his incredible leadership journey—from paraeducator to transformational middle school principal. Under his leadership, chronic absenteeism dropped from 31% to 8%, equity-driven initiatives expanded access to gifted and accelerated programs, and eighth-grade PSAT scores outpaced national, state, and district averages.
Dr. Lewis discusses the culture shift at his school, his “so what, now what” mindset, and why proper preparation, intentional systems, and relentless focus on every student have made the difference. He also opens up about how his personal story fuels his mission—and how being a national finalist is a platform for advocacy, equity, and excellence in public education.
Key Topics:
Vision-driven leadership and systems thinkingAccelerating achievement while addressing inequityListening as a leadership superpowerThe impact of culturally responsive leadershipWhy excuses build bridges to nowhereLearn more about NASSP's Principal of the Year program athttps://www.nassp.org/news/nassp-announces-national-principal-of-the-year-finalists/
Tue, 17 Jun 2025 - 59min - 215 - Episode 214: The Science of Kindness with Dr. Chris Culver
In this episode of Leaning Into Leadership, Dr. Chris Culver brings the energy, insight, and authenticity that’s made him a rising national voice in school leadership and culture. A former principal and cabinet-level administrator, Chris now leads Orange Sparrow, a consulting practice built on the Science of Kindness and a deep understanding of generational learning needs.
Chris and Darrin dive into:
Why building trust, belonging, and relationships is non-negotiablePractical ways to shift from rows to collaborationHow to engage a phone-based generation of learnersCreating emotionally grounded classrooms and leadership environmentsThe power of gratitude, intentional reflection, and graceChris shares his powerful 5+1 framework rooted in his doctoral research and personal journey—and leaves listeners with a call to lead through kindness, not just because it feels good, but because it works.
Bio:Dr. Christopher Culver is a highly sought-after, dynamic, and engaging speaker. He is a proud product of Oklahoma public education. Raised in a divorced family, he split his time between Tulsa during the week, a 300-acre farm in Wyandotte, OK, and several times throughout the year in Fayetteville, NC.
For more than a decade, Dr. Culver has served educational communities as a classroom teacher, secondary principal, and, most recently, as a cabinet-level administrator. He is the former President of the Oklahoma Association for Bilingual Education and currently serves as Vice President of the Oklahoma Citizens for Education nonprofit. Today, he works as a speaker and leading thought partner on the Science of Kindness, a consultant with expertise in culture and Gen Z/Gen Alpha understanding, and a part-time professor at Oklahoma City University, where he teaches future teachers and leaders.
Earning an EdD through research on culture and the collective impact on motivation, Dr. Culver is dedicated to spreading kindness, improving mindsets, and creating spaces where everyone is seen, heard, valued, and respected. He believes that if you cannot find the light, be the light!
Website:www.orangesparrow.org
Email/contact info:christopher@orangesparrow.org
Social Media: @DrChrisCulver
Sun, 15 Jun 2025 - 37min - 214 - Episode 213: Culture Starts with Who You Hire: Insights from Todd Nesloney
In this episode, Darrin sits down with longtime education leader and author Todd Nesloney for a powerful conversation on leadership, culture, and hiring. Todd shares his journey from instructional aide to principal, and now as the Director of Culture and Strategic Leadership for TEPSA. They discuss actionable insights into how schools can improve hiring processes, retain great staff, and onboard new hires in ways that reflect school values. Todd also shares lessons from his writing career, the importance of amplifying others' voices, and why leaning into discomfort is essential for leadership growth.
If you’re looking to improve your hiring systems, strengthen your culture, or simply need inspiration to keep growing as a leader—this episode is for you.
🔗 Connect with Todd: www.toddnesloney.com
📘 Check out Todd’s books, including Kids Deserve It and Building Authenticity
📷 Follow Todd @TechNinjaTodd on all social media
🎧 Learn more about Darrin’s leadership work at www.roadtoawesome.net
Sun, 08 Jun 2025 - 47min - 213 - Episode 212: Strategic Planning with Dr. Frederick Buskey
In this special joint episode of Leaning Into Leadership and The Assistant Principal Podcast, Dr. Darrin Peppard teams up with Dr. Frederick Buskey to explore how school leaders can take a more strategic, sustainable approach to planning for the year ahead.
Together, they walk through a four-phase leadership cycle — Prepare, Perform, Refine, and Renew — with clear examples and strategies for turning vision into actionable leadership habits. From setting a focused instructional plan and building relational momentum to addressing systemic barriers and reflecting on growth, this episode is packed with practical tools leaders can use immediately.
They also share insights into their new collaborative initiative, Middle Ground: Leadership Excellence Network, a cohort-based leadership experience in partnership with the North Carolina Middle Level Educators Association (NCMLE). This program is designed to provide wraparound support for middle school principals through coaching, workshops, and peer connection throughout the school year.
Key Topics:
How to create daily leadership practices tied to big goalsUsing clarity to drive instructional prioritiesLeveraging team alignment and inter-rater reliabilityThe power of intentional culture-buildingSystems that free up time — like tiered behavior and email strategiesTools like SWOT and Start-Stop-Continue-Consider for reflection and renewalThe launch of the Middle Ground cohort for North Carolina middle school leadersResources & Links:
Get Darrin’s Principal Planning Tool Learn more about Frederick at frederickbuskey.comJoin the NCMLE Middle Ground: Leadership Excellence Network- If you are super interested but don’t live in NC, drop me a line and we’ll figure out a way to support you.Subscribe to the Leaning Into Leadership PodcastSign up for Darrin’s weekly leadership email at roadtoawesome.netFrederick's Email: frederick@frederickbuskey.comWebsite: https://www.frederickbuskey.com/LinkedIn: http://www.linkedin.com/in/strategicleadershipconsultingDaily Email subscribe: https://adept-experimenter-3588.ck.page/fdf37cbf3aThe Strategic Leader’s Guide to Reclaiming Purpose: https://www.amazon.com/dp/B0CWRS2F6N?ref_=pe_93986420_774957520Tue, 03 Jun 2025 - 1h 04min - 212 - Episode 211: Cracking the Code on Educator Retention with Nate Eklund
What if the real cause of educator burnout isn’t a lack of resilience or self-care—but the workplace itself?
In this powerful and thought-provoking episode, Darrin is joined by longtime friend and national thought leader Nathan Eklund, founder of Vital Network, to explore how schools can reimagine themselves as vibrant, sustainable workplaces for educators. With over 20 years in education, including a decade in the classroom and a career dedicated to improving adult work culture in schools, Nate brings deep insight into what truly moves the needle when it comes to retention, satisfaction, and sustainable leadership.
This is not another episode about bubble baths and yoga. Nate and Darrin dive deep into systemic solutions—why burnout is often misunderstood, how leadership isolation contributes to turnover, and what schools and systems can do to create cultures where teachers and leaders actually want to stay.
In this episode, you'll learn:
✅ Why burnout is a systems issue, not an individual weakness
✅ How workplace conditions—not perks—determine retention
✅ The power of rethinking daily routines like staff meetings to improve morale
✅ How to support multiple generations of educators under one roof
✅ The overlooked burnout crisis among principals and school leaders
✅ What it means to lead with the phrase: “I don’t know—what do you think?”
✅ How Vital Network partners with states and districts to make long-term, scalable change
✅ Why the best recruitment strategy is being a place people want to work
One Big Takeaway:
Listening isn’t soft leadership—it’s the strategic superpower of leaders who want to build trust, engagement, and longevity in their schools.
Connect with Nate Eklund:
🌐 Website: vitalnetwork.com
📧 Email: nate@vitalnetwork.com
📘 Nate's book: How was your day at school?
About the Show:
Leaning Into Leadership is the podcast for school and district leaders who are ready to rise above the daily grind and lead with clarity, purpose, and impact. Hosted by Dr. Darrin Peppard—leadership coach, keynote speaker, and author of Road to Awesome—each episode brings practical strategies, authentic conversations, and powerful stories from education changemakers across the country.
Sun, 01 Jun 2025 - 50min - 211 - Episode 210: Schools That Give an F: Clarity, Culture, and Contribution with Rob MacLeod
Episode 210 – Schools That Give an F: Clarity, Culture, and Contribution with Rob McLeod
In this episode, Darrin is joined by international educator and podcast host Rob McLeod to explore a critical leadership conversation: school alignment. Drawing from his own career across three countries and multiple school systems, Rob shares how he rediscovered his passion by finding alignment between his personal values and the work his school was doing.
Together, they discuss:
The three distinct types of schools: Expert, Coach, and CounselorHow to identify your school’s default leadership styleWhy many schools unintentionally pull in different directionsHow leaders can use a values-based framework to bring their school into alignmentThe importance of understanding staff priorities: Responsibility, Achievement, or MeaningRob’s upcoming book, Schools That Give an F, offers practical tools for school leaders to create environments where every educator contributes meaningfully.
🎧 Learn more and connect with Rob here: https://linktr.ee/reinventingeducationpodcast
Check out Rob's kickstarter for his forthcoming book here
Sun, 25 May 2025 - 47min - 210 - Episode 209: Strategic PD Planning with Chad Ostrowski
In this special midweek crossover episode with the Teach Better Podcast, Darrin sits down with Teach Better CEO and Co-founder Chad Ostrowski to dive deep into one of the most important leadership tasks schools face: planning professional development that actually moves the needle.
Darrin and Chad unpack the mistakes too many schools make—like treating PD as a day, not a movement—and offer a practical, strategic approach to make learning stick all year long. You'll hear about:
How to build clarity into every phase of your PD planThe power of tiered professional developmentWhy leaders must model differentiated supportHow to avoid turning your PD initiative into “the villain”Planning walkthroughs, building internal capacity, and protecting your time as a leaderAnd how Teach Better + Road to Awesome are partnering to offer aligned leadership and instructional growthWhether you’re a new principal or a veteran leader, this episode is packed with practical steps to help you develop PD that actually leads to instructional improvement.
👉 Learn more and schedule a conversation at www.roadtoawesome.net
👉 Connect with Chad and the Teach Better Team at www.teachbetter.com
Wed, 21 May 2025 - 55min - 209 - Episode 208: Helping Teens Make Better Choices with Kevin Mecchella
What if your biggest mistakes became the very stories that helped others succeed? In this episode of Leaning Into Leadership, Dr. Darrin Peppard sits down with Kevin Mecchella — former class clown turned classical musician, educator, and nationally recognized student speaker — to talk about the power of decision-making and how schools can equip students with tools to choose better every day.
Kevin shares his personal journey from chasing laughs to chasing success, including a pivotal life moment that redefined how he views choices and consequences. Drawing on his experiences as a K–12 teacher and professional musician, Kevin now fuses music, humor, and vulnerability to deliver unforgettable mental health and leadership programming for schools across the country.
In this episode, you'll hear:
Kevin’s transformation from educator to keynote speakerThe importance of teaching students a process for decision-makingWhy motivational talks fall short — and how his “Visionary Values” program creates lasting changeHis favorite stories and questions from students (including one involving a flugelhorn!)How he’s leaning into leadership by leaning back into his own self-careWhether you’re a principal seeking meaningful programming for your students or a leader reflecting on the power of our own past, this episode will inspire you to show up more intentionally — for yourself and for those you serve.
📍 Learn more about Kevin’s work and book him to speak: www.kevinmecchella.com
Sun, 18 May 2025 - 38min - 208 - Episode 207: Elevating School Leadership: A Conversation with NASSP CEO Ronn Nozoe
In this inspiring episode, Darrin sits down with Ronn Nozoe, lifelong educator and Chief Executive Officer of NASSP (National Association of Secondary School Principals). Together, they explore the current landscape of school leadership, the importance of supporting new leaders, and how educators can take ownership of their professional growth.
Ronn shares reflections from his journey — from a classroom in Hawaii to national leadership — and discusses how listening, connection, and collaboration are reshaping the future of educational leadership. You'll also hear about the value of NASSP’s Principal of the Year program and the upcoming United Conference in Seattle.
Key Takeaways:
Why school leaders today are true heroes and must be seen as professionalsThe impact of rapid turnover in leadership roles and how to navigate itHow NASSP fosters deep, authentic professional learningWhy listening is one of the most powerful leadership movesThe value of peer networks and nationwide connection through the United ConferenceAbout Ronn Nozoe:
Ronn Nozoe is a lifelong educator and the Chief Executive Officer of NASSP. He has held leadership roles at ASCD, the U.S. Department of Education, and across Hawaii’s Department of Education. A former principal and teacher, Ronn brings decades of wisdom and a deep commitment to transforming education through school leadership.
Links Mentioned:
Learn more about NASSP: nassp.orgExplore the United Conference: unitedconference.orgSun, 11 May 2025 - 39min - 207 - Episode 206: Lead with HOPE - A Conversation with Dr. Brandi Kelly
In this powerful episode, Dr. Darrin Peppard sits down with Dr. Brandi Kelly—author, speaker, coach, and founder of Spark Hope EDU—to explore what it truly means to Lead with Hope. Dr. Kelly shares her deeply personal story that led her to develop the HOPE framework: Habits, Optimistic Outlook, Purpose, and Excellence. Through her new book and nationwide work with leaders, Brandi challenges us to lean into self-reflection, build our self-efficacy, and become the encouragers our schools need more than ever. Whether you're leading a classroom or a district, this episode will reignite your purpose and remind you why culture, connection, and hope matter most.
Guest Bio:
Dr. Brandi Kelly is an accomplished author, speaker, podcaster, coach, and consultant with a passion for building thriving organizational culture. With over 20 years of experience, she is dedicated to empowering leaders to inspire growth, create positive change, and cultivate environments where success thrives. A Licensed Clinical Social Worker and Maxwell Certified Coach, Dr. Kelly is the recipient of numerous leadership honors, including the NAESP Distinguished Elementary School Principal Award and Middle School Principal of the Year Award. She is also the founder of Spark Hope EDU. Learn more at www.sparkhopeedu.com.
Key Takeaways:
How personal tragedy inspired Brandi’s journey into educationThe HOPE system and how it builds self-efficacyWhy reflection isn’t optional for leaders—it’s essentialThe role of optimism, purpose, and habits in resilient leadershipWhat it looks like to lead with hope in today’s schoolsLinks & Resources:
Connect with Brandi at www.sparkhopeedu.comGrab your copy of Lead with Hope (available May 5!)Follow Brandi on social media @SparkHopeEDUSubscribe to the Lead with Hope PodcastLearn more about Darrin’s work and speaking: www.roadtoawesome.netSun, 04 May 2025 - 28min - 206 - Episode 205: The Leadership Journey with Jimmy Casas
In this episode, I’m joined by Jimmy Casas—best-selling author, leadership coach, and former award-winning principal. Jimmy and I dive into his incredible journey from bar manager to one of the most recognized school leaders in the country. We unpack the power of origin stories, the traps of superhero leadership, and why leaders must know who they want to be in order to lead effectively.
Jimmy shares how Culturize became the game-changing book it is today, why so many school leaders fall into “fixer” mode, and how coaching has changed the game for him and countless leaders. We also talk about the evolving landscape of school leadership, the importance of building leadership capacity, and his belief that culture is caused—by adults, not students.
Whether you're early in your leadership journey or a seasoned veteran, this conversation is packed with practical insights, authentic reflection, and coaching wisdom that will inspire and equip you to lead with clarity and purpose.
🔗 Connect with Jimmy Casas: https://www.jimmycasas.com
📘 Learn more about Culturize and Words on the Wall
📣 Book Jimmy to speak or coach your team
👤 About Jimmy Casas
Jimmy Casas served twenty-two years as a school leader. He is a best-selling author, keynote speaker, and leadership coach who has dedicated his career to building better school culture and stronger school leaders. Under Jimmy’s leadership, Bettendorf High School was named one of the best high schools in the country three times by Newsweek and U.S. News and World Report. He was the 2012 Iowa Principal of the Year and the runner-up NASSP 2013 National Principal of the Year. In 2014, he was invited to the White House to speak on the Future Ready Pledge, and in 2015, he received the Bammy Award for National Principal of the Year.
Check out Darrin as a guest on Jimmy's podcast The Interview Chair
Sun, 27 Apr 2025 - 47min - 205 - Episode 204: Principal Matters with William D. Parker
In this episode of Leaning Into Leadership, Dr. Darrin Peppard sits down with the brilliant William D. Parker—an award-winning former principal, author, speaker, and executive coach. Will is the founder of Principal Matters, LLC and the host of Principal Matters: The School Leader’s Podcast, with over 1.5 million downloads. Through his coaching, books, and virtual leadership academies, Will empowers school leaders to improve culture, communication, and student outcomes.
Together, Darrin and Will dive deep into the real and raw experiences of school leadership. Will shares his journey from teacher to principal, including the moment he almost walked away from education—and the letter of resignation that changed his life. They explore the importance of reflection, well-being, and why leaders must pour into themselves before they can lead others.
They also discuss Will’s latest book, Whose Permission Are You Waiting For? An Educator’s Guide to Doing What You Love, and how leaders can take back their autonomy by acting with clarity, curiosity, and intention.
Key Takeaways:
Leadership begins with personal wellness: Will's turning point came through a wake-up call at home, leading him to redefine how he approached leadership.The question every educator should ask: Whose permission are you waiting for?Leading with curiosity can unlock clarity and drive real school improvement.Scaling your influence is not about doing more—it’s about sharing your expertise and elevating others.Reflection and coaching provide the safe space leaders need to grow.Quotes:
"You become a better leader when you start pouring into yourself."
"You don't need someone's permission to do what's right for kids."
"Scaling your influence is an obligation. Don't keep your expertise to yourself."
"Curiosity + Inquiry = Discovery. That's the formula for powerful leadership."
Connect with William D. Parker:
Website: williamdparker.comEmail: will@williamdparker.comLinkedIn: William D. ParkerInstagram: @william_d_parkerFacebook: William Davis ParkerResources Mentioned:
Whose Permission Are You Waiting For? by William D. ParkerPause. Breathe. Flourish. by William D. ParkerThe Coaching Habit by Michael Bungay StanierPrincipal Matters: The School Leader’s Podcast hosted by Will ParkerWant more? Visit roadtoawesome.net for leadership coaching, professional development, and keynote speaking that inspires and equips school leaders to lean into their purpose and lead with clarity.
Sun, 20 Apr 2025 - 44min - 204 - Episode 203: So You Want to Be a Principal with Dominic, Todd, & Darrin
Mid-Month Edition with Todd Bloomer & Dominic Armano
This month, the Three Amigos—Darrin Peppard, Todd Bloomer, and Dominic Armano—are back with an episode that dives headfirst into one of the most common questions they get:
“How do I land that principal job?”
From the nerves of the interview to that surreal moment when you finally kick your feet up in the principal’s chair (even if it only lasts 10 minutes), this episode is packed with real talk, practical tips, and plenty of laughs.
Whether you're just starting to think about school leadership or are gearing up for your third-round interview, this is the episode for you.
🎯 What We Talk About:
How to prepare for interviews (and what not to say)The fine line between confidence and cockinessDoing your homework on the school, superintendent, and districtMaking a strong impression with school colors, mission alignment, and personal touchesInternal vs. external candidates: how to stand outWhat to do when you don’t get the jobThe importance of being your authentic self—and including your family in your storyPlus, Todd drops some killer one-liners (as always), Dom gets nostalgic, and Darrin makes peace with the Rockies' rough start to the season.
💡 Key Takeaways:
Be humble, but don’t undersell your leadership experienceResearch isn’t just about the school—it’s about the peopleScenario-based interview questions are your friendRejection isn’t the end—it’s a chance to reflect and growYour personality and values matter just as much as your resume🧢 Bonus Tips:
Wear the school colorsUse the school’s hashtag or mission languageBring a notebook and call interviewers by nameAnswer with “I did,” not “I would”Subscribe so you don’t miss a single episode, and connect with us on social to keep the leadership conversation going.
🛣️ Until next time, have a Road to Awesome week.
Thu, 17 Apr 2025 - 53min - 203 - Episode 202: Fired Up Leadership with Dr. Frank Rudnesky
Dr. Frank Rudnesky is a professional speaker, author, and educational leader known for his contagious energy and passion for leadership. He has penned several books, including Fired Up Leadership, Fired Up Student Leadership, and 50 Great Things Leaders Do: Let’s Get Fired Up. Dr. Rudnesky draws on his extensive experience as a teacher and award-winning middle school principal to deliver transformative keynotes, workshops, and presentations.
Episode Summary:
In this episode of Leaning Into Leadership, Dr. Darrin Peppard welcomes his long-time friend and leadership expert, Dr. Frank Rudnesky. Together, they explore the critical role of student leadership in schools and how empowering students can profoundly impact school culture. Dr. Rudnesky shares personal stories, practical strategies, and lessons from his latest book, Igniting Students’ Passions: Empowering Lifelong Leaders. The conversation touches on creating leadership opportunities for all students, fostering trust, and igniting passions that inspire lifelong leadership skills.
Key Takeaways:
Leadership is not confined to titles; it’s a choice and a mindset.Creating intentional leadership opportunities for students helps them discover their potential and sets them on a path of lifelong leadership.Empowering students to step out of their comfort zones and take ownership of their learning fosters a positive and inclusive school culture.Practical strategies like leadership academies, service projects, and mentorship programs can help schools cultivate student leaders.Amplifying the voices of students and educators builds strong, connected communities and reinforces the importance of servant leadership.Connect with Dr. Rudnesky at FiredUpLeadership.org, via email at FrankRudnesky@gmail.com, or on X, Instagram, and TikTok @DrFrankRud.
Sun, 13 Apr 2025 - 38min - 202 - Episode 201: From Crisis to Proactive Leadership with Chris Dormer
On this episode of Leaning Into Leadership, Darrin welcomes Chris Dormer, Superintendent of Norristown Area School District in Montgomery County, Pennsylvania. Chris brings nearly three decades of educational experience from diverse settings, including roles as a teacher, coach, principal, and superintendent.
Chris shares powerful insights into shifting school leadership from crisis mode—something many leaders have felt stuck in since the pandemic—to a more proactive, intentional leadership approach. He emphasizes the importance of serving each and every student, rather than focusing broadly on “all students,” and how this subtle yet powerful shift in mission can transform school culture.
Throughout the conversation, Chris offers practical strategies leaders can immediately implement, including prioritizing classroom visits, giving actionable and meaningful feedback, and ensuring leadership teams stay focused on what truly matters most—teaching and learning.
Key takeaways from this episode:
Why proactive leadership is crucial in moving beyond crisis-driven schools.How shifting from “all” students to “each and every” student can profoundly impact your school’s culture.Practical ways to protect your calendar and prioritize instructional leadership.Strategies for developing and empowering leadership teams through intentional professional growth.This episode is packed with leadership wisdom and practical insights that will help you and your team refocus, reenergize, and recommit to the most important work in education.
Connect with Chris Dormer:
Email: cdormer@nasd.k12.pa.usLinkedIn: Christopher DormerWebsite: Norristown Area School DistrictBook Darrin for your next event!
Darrin Peppard is currently booking keynotes and workshops for opening convocations, teacher and principal conferences, and leadership development events. If you want to set the stage for an unforgettable school year or inspire meaningful growth at your next conference, reach out to Darrin today!
Website: roadtoawesome.netEmail: darrinmpeppard@roadtoawesome.netConnect on LinkedIn: Darrin PeppardListen, Subscribe, and Share!
If you enjoyed this episode, please leave a review and share it with your network. Your feedback helps us bring you more incredible conversations!
Leaning Into Leadership is available wherever you listen to podcasts—be sure to subscribe today!
Sun, 06 Apr 2025 - 45min - 201 - Episode 200: The Power of Commitment
In this milestone 200th episode of the Leaning Into Leadership podcast, host Dr. Darrin Peppard reflects deeply on the theme of commitment. Darrin shares personal insights and impactful stories highlighting how his commitment to delivering weekly episodes since January 2022 has shaped the podcast and his journey as a leadership speaker, coach, and author.
He celebrates the community of listeners who have supported the podcast, discusses the evolution of guest selection towards more educational leaders based on audience feedback, and emphasizes how consistency, clarity, and credibility have become foundational values of his leadership philosophy. Throughout the episode, Darrin highlights the profound relationships and opportunities fostered through podcasting, including friendships, collaborations, and impactful professional growth.
Key Topics Covered:
The Value of Commitment:Inspiration drawn from a flight attendant’s 30-year service pin story.The importance of consistently showing up and following through on commitments.Impactful Guests and Relationships:Reflecting on meaningful conversations with guests such as Katie Kinder, Dominic Armano, Todd Bloomer, Greg Bennick, Bradley Skinner, Luis Báez, Lauren Kaufman, Sean Gaillard, and Joshua Stamper.How these relationships evolved into friendships, business opportunities, and collaborative projects like co-authoring Culture First Classrooms.Listening and Responding to Audience Feedback:Observing analytics and listener communication to shift the podcast focus toward more educational leadership topics.Renewed commitment to align episodes closely with listeners' interests and needs.Personal and Professional Growth:The critical lesson learned about consistency driving clarity, trust, and credibility.How the podcast has enhanced Darrin’s visibility, leading to speaking engagements, coaching opportunities, and deeper professional connections.Notable Moments:
Darrin’s personal story about missing only one Sunday episode due to emergency gallbladder surgery, highlighting his deep dedication to listeners.Revisiting Alex Sheen’s "Because I Said I Would" story, emphasizing the power of promises and follow-through.Highlighting listener feedback about recent episodes and their impactful insights, such as Rae Hughart's email productivity tips.Pep Talk (Action Step):
Darrin invites listeners to make a commitment today that positively impacts their leadership journey, whether personal, professional, or relational. He encourages reflection on empowering others, clarifying visions, and deepening commitment.Connect with Darrin:
Engage on social media platforms.Leave a five-star review to help expand the podcast’s reach and impact.Thank you for your ongoing support and commitment!
Get your copy of Culture First Classroomsright here!!
Sun, 30 Mar 2025 - 31min - 200 - Episode 199: Teachers Deserve It with Rae Hughart
Grab your copy of Culture First Classrooms: Leadership, Relationships, and Practices that Transform Schools from your favorite vendor: Amazon or Barnes & Noble or get your autographed copy here.
In this episode, Darrin Peppard sits down with Rae Hughart, educator, TEDx speaker, and founder of the Teachers Deserve It (TDI) movement. Rae is passionate about empowering educators to reclaim their time, reduce burnout, and amplify their impact in the classroom.
Rae shares the intriguing backstory behind the TDI movement, starting from an unexpected dinner conversation that led to co-authoring the book Teachers Deserve It with Adam Welcome. She emphasizes the importance of practical, sustainable teaching strategies that genuinely give teachers back their time and autonomy.
Key highlights from this episode include:
Origin Story of "Teachers Deserve It": How a dinner conversation with Adam Welcome sparked the creation of a movement and a bestselling book.Practical Tips to Save Time: Rae details a powerful email automation strategy that helped a teacher reclaim five hours of their week. This simple yet effective tip provides immediate value for educators overwhelmed by their inboxes.Supporting Paraprofessionals: Rae discusses the crucial role of paraprofessionals in schools and shares how the TDI team responded to community requests by creating dedicated training bundles specifically designed to uplift and support paraprofessional staff.Content Creation and Problem-Solving: Rae provides insights for educators interested in creating impactful content online. Her advice: clearly identify problems and offer actionable solutions.Leaning into Leadership: Rae reflects on her growth as a leader, specifically emphasizing the importance of active listening, facilitating reflection, and allowing time for solutions to emerge naturally.Connect with Rae Hughart:
Website: TeachersDeserveIt.comSocial Media: @RaeHughartTikTok: @RaeHughartEDUFree Resource:
Email Automation Download (available via TeachersDeserveIt.com)Tune in to learn practical strategies to save time, reduce burnout, and re-center your practice on what truly matters—because teachers deserve better.
Sun, 23 Mar 2025 - 36min - 199 - Episode 198: Encore Presentation of Untold Teaching Truths with Katie Kinder
In this special encore presentation, we revisit one of our most inspiring conversations with educator and author Katie Kinder. Katie is the celebrated author of Untold Teaching Truths, Hallway Leadership, and now co-author of Culture First Classrooms: Leadership, Relationships, and Practices that Transform Schools.She is an award-winning educator, and a dynamic professional development facilitator who has been bringing joy and practical teaching strategies to educators nationwide since 2006. Tune in to rediscover Katie's vibrant approach to making learning not only impactful but genuinely fun. Whether it's your first time or you're returning to this classic conversation, get ready to find new ways to hook your students from day one and reignite your passion for teaching!
Highlights from the Episode:
Strategies to captivate students from the first day of schoolInfusing joy and fun into everyday learning experiencesPractical classroom management tips for lasting student engagementInspiring educators to embrace their authentic teaching styleResources Mentioned in This Episode:
Katie's TED TalkEpisode of Teaching Champions (Referenced in #PepTalk)Katie's WebsiteConnect with Katie Kinder:
Twitter/X: @KatieKinder1Instagram: @untoldteachingtruthsConnect with Darrin:
Book Darrin to speak at your school or conferenceExplore insightful leadership tips on Darrin’s BlogJoin the Road to Awesome Email ListSubmit your book idea to Road to AwesomeWed, 19 Mar 2025 - 36min
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