Season 1

Feb. 1, 2026

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—...
Jan. 25, 2026

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 Westo...
Jan. 21, 2026

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 leader...
Jan. 18, 2026

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 Lead...
Jan. 12, 2026

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 conversa...
Jan. 4, 2026

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 Bro...
Dec. 28, 2025

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 leader...
Dec. 21, 2025

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 Pepp...
Dec. 14, 2025

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, Darr...
Dec. 10, 2025

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. Lon...
Dec. 7, 2025

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—espe...
Nov. 30, 2025

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. Knig...
Nov. 23, 2025

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 digiCOA...
Nov. 20, 2025

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 digiCOA...
Nov. 16, 2025

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 ...
Nov. 9, 2025

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...
Nov. 2, 2025

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,...
Oct. 26, 2025

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 ...
Oct. 22, 2025

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 l...
Oct. 19, 2025

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 un...
Oct. 12, 2025

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 p...
Oct. 5, 2025

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 leader...
Sept. 28, 2025

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 millio...
Sept. 21, 2025

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 ho...