Preschool 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.

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

• Degree in Early Childhood Education, Child Development, or related field required.
• 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.

• 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.