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Mistakes Are Inevitable. Recovery Is Leadership
Growth & Accountability Jennifer Osborn 5/10/25 Growth & Accountability Jennifer Osborn 5/10/25

Mistakes Are Inevitable. Recovery Is Leadership

I don’t expect perfection. I expect integrity. And that difference matters more than anything.

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The End of an Era
Self-Leadership Jennifer Osborn 5/6/25 Self-Leadership Jennifer Osborn 5/6/25

The End of an Era

When you’ve built your identity on hard work and excellence, what do you do when the system throws it all away?

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Brandy: The Power of Courage and Calm
Human-First Spotlight Jennifer Osborn 5/3/25 Human-First Spotlight Jennifer Osborn 5/3/25

Brandy: The Power of Courage and Calm

She didn’t just lead. She breathed leadership—modeling what it means to create safety, slow down, and fail forward.

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Learning to Lead Without Crashing: Resilience, Exit Plans, and Psychological Flexibility
Self-Leadership Jennifer Osborn 4/29/25 Self-Leadership Jennifer Osborn 4/29/25

Learning to Lead Without Crashing: Resilience, Exit Plans, and Psychological Flexibility

The truth is, leadership will break you if you don’t know when to bend. Here's how I'm learning to lead without losing myself.

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The School I Dreamed Of Exists — and So Does the Classroom
Innovate & Elevate Jennifer Osborn 4/26/25 Innovate & Elevate Jennifer Osborn 4/26/25

The School I Dreamed Of Exists — and So Does the Classroom

A cardboard architecture project and a visionary school reminded me what real learning looks like.

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The Obedience Team
Navigating Toxicity Jennifer Osborn 4/22/25 Navigating Toxicity Jennifer Osborn 4/22/25

The Obedience Team

When ‘open and honest’ is code for ‘protect the principal,’ trust erodes fast—and everyone feels it.

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What Fell Off Me This Year — And What I’m Rising Into
Self-Leadership Jennifer Osborn 4/19/25 Self-Leadership Jennifer Osborn 4/19/25

What Fell Off Me This Year — And What I’m Rising Into

Not the year I wanted. But maybe the year I needed to burn off everything that wasn't mine.

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The Black Box
HR & Systems Reform, Navigating Toxicity Jennifer Osborn 4/15/25 HR & Systems Reform, Navigating Toxicity Jennifer Osborn 4/15/25

The Black Box

The catharsis of getting what really happened into one place, why I had to document it, and how it changed the entire course of my Ed.S. leadership project.

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The Power of ‘I’m Sorry’: What One Mistake Taught Me About Trust
Growth & Accountability, Restorative & Reflective Practices Jennifer Osborn 4/12/25 Growth & Accountability, Restorative & Reflective Practices Jennifer Osborn 4/12/25

The Power of ‘I’m Sorry’: What One Mistake Taught Me About Trust

Owning your mistakes isn’t weakness—it’s the realest kind of strength.

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Give ‘Em the Whole Burrito
Leadership and Culture, School Community & Culture Jennifer Osborn 4/8/25 Leadership and Culture, School Community & Culture Jennifer Osborn 4/8/25

Give ‘Em the Whole Burrito

Why teacher appreciation can't be half-hearted—and what a breakfast burrito taught me about leadership.

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How Do We Make Plan Time More Equitable?
Innovate & Elevate Jennifer Osborn 4/5/25 Innovate & Elevate Jennifer Osborn 4/5/25

How Do We Make Plan Time More Equitable?

We differentiate for kids. Why not for teachers? A blueprint for smarter, fairer planning time.

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Jill: Making Planning & Reflection Essential
Human-First Spotlight Jennifer Osborn 4/1/25 Human-First Spotlight Jennifer Osborn 4/1/25

Jill: Making Planning & Reflection Essential

She didn’t just respect the craft of teaching—she designed systems that honored it. And it changed everything.

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Solidarity or Just Silence?
Leadership and Culture Jennifer Osborn 3/29/25 Leadership and Culture Jennifer Osborn 3/29/25

Solidarity or Just Silence?

When “solidarity” just means silence, who actually benefits - and who pays the price?

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Electives Are the First to Go — Until You Need to Sell the School
Leadership and Culture Jennifer Osborn 3/22/25 Leadership and Culture Jennifer Osborn 3/22/25

Electives Are the First to Go — Until You Need to Sell the School

What happens when the very classes you cut are the ones you market as your biggest asset? Spoiler: students and truth both lose.

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Taylor's Version of My Toxic Boss Era
Jennifer Osborn 3/18/25 Jennifer Osborn 3/18/25

Taylor's Version of My Toxic Boss Era

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When I Realized the Buck Stops with Me
Growth & Accountability Jennifer Osborn 3/15/25 Growth & Accountability Jennifer Osborn 3/15/25

When I Realized the Buck Stops with Me

Knowing your why draws the bright lines in your decisions—because real leadership means owning the hard calls, not dodging them.

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The Sealed Vat
Navigating Toxicity Jennifer Osborn 3/11/25 Navigating Toxicity Jennifer Osborn 3/11/25

The Sealed Vat

Reclaim your peace from toxic leadership by setting mental boundaries, refusing to let their dysfunction seep into your real life, and choosing to pour your energy into what truly matters.

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Leveraging Lunch Supervision
Restorative & Reflective Practices, School Community & Culture Jennifer Osborn 3/8/25 Restorative & Reflective Practices, School Community & Culture Jennifer Osborn 3/8/25

Leveraging Lunch Supervision

Turn lunch duty into connection—and use everyday moments to build a stronger, more positive school culture!

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Anthony: The Unexpected Benefits of Building Belonging
Human-First Spotlight Jennifer Osborn 3/4/25 Human-First Spotlight Jennifer Osborn 3/4/25

Anthony: The Unexpected Benefits of Building Belonging

Make your team feel valued and seen and watch them go the extra mile for you.

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