The Match: Why

Welcome to The Match!

I’m so glad you’re here. This space is a spark for leaders—one word, one sentence, one passage each week to keep your fire lit.

Word: Why


Sentence:

Your why won’t protect you from the hard days—but it will carry you through them.


Passage:

Before we changed anything at Sullivan High School, before the numbers moved, before the culture shifted, we had to answer one question: Why are we here?

For me, it was simple: I wanted to build a school I’d be proud to send my own child to. A place where students felt seen, where educators had a voice, and where the community could finally believe in what was possible.

The how changed a hundred times. The why never did.


Your Turn:

What’s your why—and how are you staying connected to it right now?


Tell me how this shows up in your leadership—I’m here for the conversation.


2 Comments

  1. Amanda Suckw on August 8, 2025 at 6:26 am

    I appreciate this week’s match. I am cultivating trust right now through transparency.

    I manage a cohort of 35 Teacher Leaders. Last year was the first time I took on the work and while much was organized it became quickly clear to me that participants weren’t clear on some key elements of the program. I spent the year last year making shifts and now starting this year with what I believe is very clear transparency on roles and responsibilities. Not only of the participants but of myself and my team as well.

    Thank you for inviting me to the conversation.

  2. Chad Thomas on August 8, 2025 at 2:21 pm

    I love how you’ve connected trust to transparency here. It sounds like you’ve done the hard work of listening, adjusting, and setting clearer expectations — which can be one of the most powerful ways to build trust in a team. I imagine your Teacher Leaders are starting this year with a stronger sense of clarity and confidence because of it. Thanks for sharing your story — it adds so much to the conversation!

Leave a Comment





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.

About The Match Weekly

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. 

Get the spark by signing up

2 Comments

  1. Amanda Suckw on August 8, 2025 at 6:26 am

    I appreciate this week’s match. I am cultivating trust right now through transparency.

    I manage a cohort of 35 Teacher Leaders. Last year was the first time I took on the work and while much was organized it became quickly clear to me that participants weren’t clear on some key elements of the program. I spent the year last year making shifts and now starting this year with what I believe is very clear transparency on roles and responsibilities. Not only of the participants but of myself and my team as well.

    Thank you for inviting me to the conversation.

  2. Chad Thomas on August 8, 2025 at 2:21 pm

    I love how you’ve connected trust to transparency here. It sounds like you’ve done the hard work of listening, adjusting, and setting clearer expectations — which can be one of the most powerful ways to build trust in a team. I imagine your Teacher Leaders are starting this year with a stronger sense of clarity and confidence because of it. Thanks for sharing your story — it adds so much to the conversation!

Leave a Comment