The Match | Grief

Word: Grief


Sentence:

Grief is what we carry when something we loved can no longer stay the same.


Passage:

I did not have the language for educator grief when I first experienced it.

I just knew I was tired in a way sleep did not fix.

During one school year at Harper, we lost eight students to gun violence. I knew their names. I knew their stories. I knew how they died.

One of them, Cedric, I watched take his last breath.

And then, somehow, we kept going. That is what schools do.

The crisis team comes. The plan gets made. The staff is gathered. The students are checked on. The family is called. Everyone moves into care mode because there are children in front of us who still need to be held.

But what I did not understand then was how much grief I was carrying too.

I would leave school and go home alone. I would sit with everything I had seen and everything I could not unsee. I looked for ways to bury it. Most of them were not healthy.

At the time, I thought grief mostly belonged to death.

I did not understand that grief also lives in the smaller endings we do not always know how to name. A school year ends and the room will never hold the same people in the same way again. A colleague leaves the team and the rhythm changes. A child packs up for college and the house gets quieter. A job ends after you poured your soul into it.

A role changes.
A relationship shifts.
A season closes.
A version of your life is over before you are ready to let it go.

That is grief too.

Not always the kind that stops the world.

Sometimes it is the kind that quietly changes the room.

And if we do not make room for grief, grief will make room for itself.

Sometimes grief pulls us apart. It makes us quiet. It makes us isolate. It convinces us we are the only ones carrying what everyone else is trying to survive.

But sometimes grief brings us together.

At Harper, losing students forced us to move differently. We went deeper into relationships. We listened harder to students’ stories. We created safety plans for weekends and breaks. We looked at data differently because a child’s life was no longer an abstract outcome.

The school found clarity inside the chaos.

But I was still carrying my grief alone.

That experience is part of what later led me to help start the School Leader Care Team. In a large system, people often know how to respond to the crisis, but not always to the person leading through it. The school leader checks on the students, the staff, the family, and the plan.

But who checks on the person checking on everyone else?

Who cares for the caregiver of the caregivers?

That depends a lot on leadership.

A leader can rush people past grief in the name of getting back to normal.

Or a leader can slow the room down enough for people to be human.

Making room for grief does not mean we stay inside the pain.

It means we stop pretending the pain is not in the room.

It says the loss was real.
It says what you are feeling is real.
It says you do not have to carry this alone.

I wish I had known that earlier.

I wish someone had told me that grief was not weakness. That grief was not something to outrun. That grief was part of loving people deeply enough that their absence changed you.

I know that now.

Grief can shrink us when we carry it alone.

But when we make room for it together, it can also connect us, soften us, and remind us what still needs to be cared for.

Not back to what was.

But forward into something more honest.

Something more human.

Something that lets love keep carrying what loss has changed.


I love hearing your stories. If this brought one to mind, drop it in the comments.

Your Turn:

What is one ending you did not realize you were grieving?


If this word brought someone to mind, send it to them.

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2 Comments

  1. Michele Bopp on July 11, 2026 at 6:10 pm

    Whew! This one hit home and left me reading with tears running down my face. The shared trauma is real, and the grief of losing students is heavy. I didn’t have a Leader Care Team, but I did have a team of teachers who were well versed in grief. We did everything we needed for students in the big moments of loss and in the smaller moments of life. We also closed the door and allowed each other to fall apart. We’d then take a deep breath and walk back out to wrap our arms around the next student, parent or staff member who needed it. The crazy thing is that grief still creeps in long after the principal assignment ends. Every time I see a student in the news or on the arrest page, it shows up. I sometimes feel like it’s harder now, because I no longer have the team of people who share the love for these specific people. We are delegated to text chains to share our sadness and broken hearts. I’m grateful for your words that call out what so many feel and carry. Thank you for giving voice to the pain.

    • Chad Thomas on July 16, 2026 at 9:19 pm

      Thank you for sharing this. The line about closing the door, falling apart, taking a deep breath, and then walking back out to care for the next person really captures so much of what school leaders and educators carry.

      And yes, the grief does not end when the assignment ends. Sometimes it gets harder because the community that helped hold it is no longer in the same room. I think those text chains become little lifelines because they remind us that the love was real, the loss was real, and we are not carrying it alone.

      I’m grateful for your words here. They give voice to the weight so many educators have carried quietly for a long time.

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Chad Thomas

I’m Chad H. Thomas, a former school leader who helped renew one of Chicago’s most challenged high schools. I’m committed to helping others lead with clarity, courage, and care.

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The Match Weekly is one of the ways I can help provide a small spark each week to help you lead with heart and keep your fire lit. It's sometimes all we need to keep going. 

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2 Comments

  1. Michele Bopp on July 11, 2026 at 6:10 pm

    Whew! This one hit home and left me reading with tears running down my face. The shared trauma is real, and the grief of losing students is heavy. I didn’t have a Leader Care Team, but I did have a team of teachers who were well versed in grief. We did everything we needed for students in the big moments of loss and in the smaller moments of life. We also closed the door and allowed each other to fall apart. We’d then take a deep breath and walk back out to wrap our arms around the next student, parent or staff member who needed it. The crazy thing is that grief still creeps in long after the principal assignment ends. Every time I see a student in the news or on the arrest page, it shows up. I sometimes feel like it’s harder now, because I no longer have the team of people who share the love for these specific people. We are delegated to text chains to share our sadness and broken hearts. I’m grateful for your words that call out what so many feel and carry. Thank you for giving voice to the pain.

    • Chad Thomas on July 16, 2026 at 9:19 pm

      Thank you for sharing this. The line about closing the door, falling apart, taking a deep breath, and then walking back out to care for the next person really captures so much of what school leaders and educators carry.

      And yes, the grief does not end when the assignment ends. Sometimes it gets harder because the community that helped hold it is no longer in the same room. I think those text chains become little lifelines because they remind us that the love was real, the loss was real, and we are not carrying it alone.

      I’m grateful for your words here. They give voice to the weight so many educators have carried quietly for a long time.

Leave a Comment