Assistant Principal

Chesterbrook Academy is seeking a dedicated and inspiring Assistant Principal who is passionate about early childhood education and eager to grow into a future school leadership role.

This is a hands-on leadership position where you’ll play a vital role in supporting our school’s daily operations, mentoring teachers, and ensuring a positive experience for students and families. Our Assistant Principals lead by example—balancing time in the classroom with administrative responsibilities, and always modeling our school values of care, excellence, and collaboration.

What You’ll Do

• Support the Principal in all aspects of school operations, including staffing, family communication, and compliance.
• Serve as the on-site leader when Principal is out covering all aspects of the business.
• Partner with teachers to strengthen classroom quality and curriculum delivery.
• Step into the classroom as needed to support instructional coverage or special projects.
• Foster a warm, inclusive culture that inspires both children and staff to thrive.
• Participate in leadership development to prepare for future advancement into a Principal role.

Qualifications

• Must be at least 18 years of age and meet state licensing requirements.

• Degree in Early Childhood Education, Child Development, or related field preferred.
• Minimum 2–3 years of experience in a licensed childcare or early education setting.
• Strong communication, organization, and relationship-building skills.
• A collaborative, solutions-focused mindset and genuine passion for developing others.

• Authorization to work in the United States

Why Join Chesterbrook Academy

• Career pathway toward Principal and higher leadership opportunities.
• Competitive pay, full benefits, and professional development support.
• A people-first culture grounded in teamwork, respect, and growth.
• The opportunity to make a lasting impact in children’s lives while helping shape the next generation of educators.

If you’re ready to take the next step in your leadership journey and help us continue developing the best schools and educators in America — apply today!