February 28th, 2026
Darrin Peppard
When Steve Jobs returned to Apple in 1997, the company was on the brink. It wasn’t that Apple lacked talent. It wasn’t that their people weren’t working hard. The problem was focus. The company had dozens of product lines. Engineers were spread thin. Marketing was diluted. Energy was scattered everywhere. Jobs walked into a room, […]
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February 21st, 2026
Darrin Peppard
If I’m honest, overextension has been one of my most consistent leadership mistakes. As a principal, I took on too much because I cared deeply about my school, my staff, and my students. In my current work as a coach and speaker, I still sometimes catch myself saying yes when I should pause and ask […]
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February 13th, 2026
Darrin Peppard
I was in Oklahoma this week, keynoting a conference for school principals. After the session, a leader pulled me aside to process something happening in his building. He shared that a group of teachers had decided to stop accepting late work altogether. Their reasoning? A handful of students were abusing the privilege. Assignments were coming […]
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February 6th, 2026
Darrin Peppard
In the past few weeks, I’ve watched strong, capable leaders work tirelessly to fix individual issues in their schools. The problem isn’t effort.The problem isn’t commitment.The problem isn’t even leadership skill. The problem is that many of these fixes never stop to ask a bigger question: What is this doing to the system as a […]
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January 31st, 2026
Darrin Peppard
I’ve lost count of how many times I’ve walked out of a leadership team meeting feeling pretty good about the conversation—only to realize a week later that very little had actually changed. The meeting wasn’t bad. In fact, it felt productive. People were engaged. Notes were taken. Decisions were made. But then the week unfolded. […]
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January 24th, 2026
Darrin Peppard
Over the years, I’ve noticed a leadership pattern that shows up far more often than most people are willing to admit. And the tricky part is this: it almost always comes from a good place. Just this week, I worked with a leader who genuinely cares about her people. She’s capable, hardworking, and deeply invested […]
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January 14th, 2026
Darrin Peppard
There are few moments in leadership that linger quite like an angry parent conversation. The phone call you replay on the drive home.The meeting that tightens your chest before you even sit down.The email you reread three times, wondering how things escalated so quickly. This blog—and the podcast episode that sparked it—exists because these moments […]
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January 9th, 2026
Darrin Peppard
I remember a conversation with a school leader not long ago that has stayed with me. It wasn’t dramatic.There was no crisis unfolding in real time. No angry phone call. No emergency meeting. Just a quiet pause. She leaned back in her chair, exhaled, and said,“I don’t even know why I’m so tired. I just […]
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January 3rd, 2026
Darrin Peppard
Each year, I spend time choosing one word to guide how I want to show up as a leader. Not a resolution.Not a checklist.A posture. As I looked ahead to 2026, one word kept surfacing for me—quietly at first, then with increasing clarity.If you listened to Leaning Into Leadership Episode 253, you heard me unpack […]
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December 26th, 2025
Darrin Peppard
Over the course of 2025, I’ve spent a lot of time sitting at leadership team tables. Tables where the agenda is full and the conversations move quickly.Tables where leaders show up prepared, committed, and deeply invested in their schools and organizations. And no matter where I am, I keep noticing the same thing. Leadership teams […]
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