At the Grove

Imagine the Possibilities


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With reenrollment season now underway, it’s the perfect time to hear how The Heritage School plans for the year ahead under our motto, Imagine the Possibilities. In this episode of At the Grove, we sit down with Board President Mike Thompson, Finance Chair Sally Love Connally, and Head of School Kristin Skelly to give families a behind-the-scenes look at how governance, leadership, and thoughtful planning come together during this important season.

We cover everything from the role of the Board at Heritage and why strong governance matters during reenrollment, to how tuition is set, what it means to be a no-debt school, and why early reenrollment is critical to effective planning. The conversation also touches on strategic planning, parent feedback from the SAIS survey, and how our reenrollment motto reflects the possibilities ahead for students, programs, and the future of the school.

Episode Chapters:

  • 0:00 – 4:38 | Welcome & Bios

  • 4:39 – 7:55 | Role of the Board at THS

  • 7:56 – 9:10 | Why Strong Board Governance Matters During Reenrollment

  • 9:11 – 14:00 | How Tuition is Set

  • 14:01 – 15:55 | Being a No-Debt School

  • 15:56 – 18:10 | Importance of Reenrolling Early in the Planning Process

  • 18:11 – 24:08 | Strategic Planning, Board Feedback, & SAIS Survey Insights

  • 24:09 – 26:25 | Our Reenrollment Motto: Imagine the Possibilities & Reflections

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At the GroveBy The Heritage School