Our Family
The Caroline Family is comprised of a strong teaching, support, and administrative staff and a diverse group of students and their families.
Our Community
Caroline schools are at the heart of our towns and county.
We are the largest employer in the county.
We enjoy collaborative partnerships with local businesses, agencies, and county and town governments.
Support for New Teachers
New teacher orientation in August
Seminar series throughout the year
Three year mentoring program
Robust professional development for all teachers throughout the year
Employee Benefits
Starting salary $55,500+
By 2026, starting salary increases to $60,000
High quality, comprehensive health insurance
Holistic employee assistance program
Opportunity for tax sheltered annuity
Nine credits of tuition reimbursement per year towards a Master's degree
Generous retirement benefits
Location and Size
We enjoy our small town, rural lifestyle! We also love being a short drive from the beaches and city life in historic Annapolis, Baltimore and Washington, D.C.
We have a family-like atmosphere in each school and the district as a whole. School board members, the superintendent and district administrators are friendly, familiar faces.
Safety, Health & Wellness
A School Resource Officer is a full time member of each school family.
All schools have buzz-in entries, multiple surveillance cameras, and visitor management systems.
Crisis drills and trainings are regularly conducted with staff and students.
Every school has a full-time nurse on staff.
In partnership with the local community health system, each school has a School Based Health Center open to students and staff.
We partner with the local mental health agencies to provide services to students and staff.
Student Opportunities
We offer a wide range of programs for students, some through partnerships with Chesapeake College, Recreation and Parks, the Arts Council, and the YMCA:
PreK for qualifying students
Fine Arts including band in elementary
Gifted and Talented Program
Advanced Placement and Dual Enrollment
Afterschool and Summer School
A variety of clubs and organizations
