How do strong superintendents build strong communities?
In this episode of The Superintendent Effect, Anne Brown talks with Dr. Derek Simmons, Superintendent of Caroline County Public Schools in Maryland, about leadership, mental health, and culture in today’s schools. Dr. Simmons shares how his rural district has improved academic outcomes, reduced behavior issues, supported parents and staff, and rebuilt momentum after the pandemic.
From investing in mental health resources for families and educators to prioritizing visibility and joy in leadership, this conversation offers practical insights for superintendents, school leaders, and anyone invested in the future of education.
A grounded, honest look at what it takes to lead schools with purpose, compassion, and consistency.



