
They don’t tell you in principal school just how lonely this gig can be.
Sure, there’s training on instructional leadership, school law, strategic planning, and evaluation protocols. All important stuff. But no one pulls you aside and says, Hey, just so you know, this work will sometimes feel like you’re on an island. Even when you’re surrounded by people, it may feel like no one sees the real you.
This is something I’ve carried with me in all my years as a principal.
Maybe it’s the pace. Maybe it’s the weight of making sure every child is seen, every adult is supported, and every decision aligns with the mission. Or maybe it’s just that in the whirlwind of trying to show up for everyone else, I started to drift from those who know me best.
I’ve lost friends. Not from fights. Not from falling outs. Just from the slow fade that happens when the job becomes the only song you play. And I’m learning through therapy, reflection, and some long walks with myself that it doesn’t have to be that way.
This summer reminded me.
At the ISTE-ASCD Conference in San Antonio, I was surrounded by kindred spirits. Educators, innovators, and thought partners I’ve known for years through screens and conversations. We laughed. We shared. We learned together. But most importantly, I wasn’t “Principal Gaillard.” I was just Sean. The same Sean who loves vinyl records and The Beatles. The same Sean who shows up with a notepad full of scribbles and a heart full of ideas. That feeling of being seen and embraced without the title attached nourished something in me.
That same feeling showed up again in a different space at my cousin’s wedding in Michigan. No one was asking for school updates or strategic plans. I was simply a cousin. A brother. A nephew. A dad. A husband. I was known not because of what I do, but because of who I am. Nothing will beat the joyful moment of hitting the dance floor at the wedding repection with my wife and daughters.
Those moments sustained me. And they reminded me that who I am matters just as much as what I do. Maybe more.
So this post isn’t just a message for my fellow school leaders as we enter another school year. It’s a note to myself.
Don’t lose your people.
The ones who love you for your corny jokes. The ones who know your favorite song. The ones who don’t care about your school data but care deeply about your heart.
Leadership doesn’t have to be lonely. But we have to choose connection on purpose. That’s the work I’m trying to do. And if it helps, here are four small, doable moves I’m committing to this year. Maybe they’ll work for you too.
4 Moves to Stay Connected (That Even a Busy School Leader Can Do):
1. Send one text a week to a friend.
Not a long update. Just a quick check-in. Thinking of you. Hope you’re good. It takes less than a minute but can mean everything.
2. Put a standing “non-school” date on your calendar.
Maybe it’s coffee with a college friend once a month. Maybe it’s a walk with your partner every Thursday evening. Block the time like it’s a meeting. Because it is a meeting with the best parts of yourself.
3. Say “yes” to one invite.
Even when you’re tired. Even when the to-do list is yelling. If a friend invites you to dinner, a concert, a call—say yes. One yes can reconnect you to who you are outside of the principal’s office.
4. Name your people.
Make a list of 3 to 5 folks who know you beyond the job. Tape it to your desk. These are your people. When the days get heavy, look at those names. Then call one. Or just remember their laughter. That’s your reset button.
As this new school year begins, don’t forget the people who walk with you outside of the school walls. They’re the ones who keep your heart steady. They’re the ones who remind you that being just you is more than enough.
I’m holding onto my people this year.
Hold onto yours.