The Match Weekly Content

The Match | Respond

By Chad Thomas | October 15, 2026 |

Word: Respond Sentence: Most of life is shaped by how we respond to what happens to us. Passage: Life is going to hand us some difficult…

The Match | Generations

By Chad Thomas | October 8, 2026 |

Word: Generations Sentence:  Every generation inherits a story and leaves one for the next. Passage: This week, I will stand in a room filled with Sullivan…

The Match | Triage

By Chad Thomas | October 1, 2026 |

Word: Triage Sentence: Triage is knowing that everything can matter without everything mattering first. Passage: Leadership has a way of making everything feel important at the…

The Match | Carry

By Chad Thomas | September 24, 2026 |

Word: Carry Sentence: Just because we have learned how to carry something does not mean it is no longer heavy. Passage: It was after six o’clock…

The Match | Witness

By Chad Thomas | September 17, 2026 |

Word: Witness Sentence: To witness someone is to see what they are carrying, even when you cannot take it away. Passage: Early in my teaching career,…

The Match | Routine

By Chad Thomas | September 10, 2026 |

Word: Routine Sentence: Our routines show what matters to us because they are the things we keep coming back to. Passage: I think we give leadership…

The Match | Direction

By Chad Thomas | September 3, 2026 |

Word: Direction Sentence: Direction is knowing what matters enough to decide what gets your time, your energy, and your attention. Passage: When I arrived at each…

The Match | Proximity

By Chad Thomas | August 27, 2026 |

Word: Proximity Sentence: Proximity changes what we understand, and what we understand changes how we lead. Passage: One of the things I learned about leadership is…

The Match | Threshold

By Chad Thomas | August 20, 2026 |

Word: Threshold Sentence: Every threshold is an invitation to enter differently than we arrived. Passage: When I first started teaching, I realized pretty quickly that many…

The Match | Inheritance

By Chad Thomas | August 13, 2026 |

Word: Inheritance Sentence: We do not choose everything we inherit, but we do choose what we carry forward. Passage: When I walked into my first principalship,…

The Match: Attention

By Chad Thomas | August 21, 2025 |

The Match Newsletter

The Match: Presence

By Chad Thomas | August 14, 2025 |

The Match Newsletter

The Match: Trust

By Chad Thomas | August 7, 2025 |

We’re starting with something that’s at the heart of every real connection: Trust.

The Match: Why

By Chad Thomas | July 28, 2025 |

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…

News/Media

Washington Post: A Chicago High School Helping Refugee Students Navigate American Life

By Chad Thomas | August 5, 2021 |

Roger C. Sullivan High School in Chicago serves as a historic…

Chicago Sun-Times Refugee Thanksgiving

By admin | November 6, 2019 |

At Sullivan High School, students from refugee and immigrant families…

Sullivan High Receives $25M Renovation

By admin | September 5, 2019 |

After years of planning, Sullivan High celebrated a $25 million…

K-12 Dive: Listening to and Caring for Staff

By admin | January 4, 2019 |

Sullivan High’s principal, Chad Thomas, emphasizes that building trust and…

Chalkbeat: Caring for His Teachers

By admin | January 2, 2019 |

Chad Adams‑Thomas, principal of Sullivan High School, made a personal…

Washington Post: A Chicago High School Helping Refugee Students Navigate American Life

By Chad Thomas | August 5, 2021 |

Roger C. Sullivan High School in Chicago serves as a historic…

Chicago Sun-Times Refugee Thanksgiving

By admin | November 6, 2019 |

At Sullivan High School, students from refugee and immigrant families…

Sullivan High Receives $25M Renovation

By admin | September 5, 2019 |

After years of planning, Sullivan High celebrated a $25 million…

K-12 Dive: Listening to and Caring for Staff

By admin | January 4, 2019 |

Sullivan High’s principal, Chad Thomas, emphasizes that building trust and…

Chalkbeat: Caring for His Teachers

By admin | January 2, 2019 |

Chad Adams‑Thomas, principal of Sullivan High School, made a personal…