Educational Leadership with Principal JL

Episode 31: The Road to Awesome: Dr. Darrin Peppard's Journey on Purposeful Leadership, Culture, and What Truly Matters!


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Dr. Darrin Peppard's educational leadership journey began when his college roommate asked for help coaching fifth-grade basketball. That simple moment sparked a passion that would guide him from classroom teacher to award-winning principal, superintendent, and eventually to becoming one of education's most respected leadership voices.

The turning point in Darrin's leadership philosophy came during his first year as an assistant principal while processing over 2,200 discipline referrals. During a contentious staff meeting about enforcing rules on hats and cell phones, someone asked, "Why does it always have to be about what they do wrong? Why can't it be about what they do right?" This question fundamentally shifted his approach from punishment to celebration, from compliance to culture-building.

What makes Darrin's insights so valuable is how he transformed this philosophy into practical action. Rather than imposing solutions, he assembled diverse teams of educators and students to identify root causes of problems. When investigating poor third-period attendance, students revealed they were skipping because they were hungry after being forced to throw away breakfast items at the door. Simple solutions like strategically placing trash cans dramatically improved attendance. His commitment to making everyone feel "seen, heard, valued, and trusted" ultimately raised graduation rates to historic highs.

Now through his company Road to Awesome, Darrin coaches educational leaders to get clear about what truly matters to them, be intentional in their actions, and lead with purpose. His bestselling books "Road to Awesome: The Journey of a Leader" and "Culture First Classrooms" (co-authored with Katie Kinder) provide actionable frameworks for building positive school cultures. As Darrin explains, effective leadership isn't about perfection—it's about clarity, intentionality, and focusing on relationships first.

Ready to transform your leadership journey? Connect with Dr. Peppard through his website roadtoawesome.net, subscribe to his Leaning Into Leadership podcast, or join his email list for weekly insights that will help you move from crisis management to purposeful leadership. The road to awesome begins with a single step—what will yours be?

Connect with Dr. Darrin Peppard by clicking on the links!

Rood to Awesome Website:

Principal Academy:

Road to Awesome Book (Amazon):

Culture First Classrooms Book (Amazon):

Leaning into Leadership Podcast:

YouTube Channel:

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Educational Leadership with Principal JLBy Jeff Linden

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