At Chesterbrook Academy, we believe exceptional schools are built by exceptional educators and leaders. Our mission to Develop the Best Schools and Educators in America is reflected in the high standards we set for academic excellence, the relationships we build with families, and the supportive school communities we create for children and staff. We are committed to developing educators, investing in our leaders, and creating environments where every child has the opportunity to thrive.
We are seeking an experienced, people-focused leader to serve as Principal of our Chesterbrook Academy at Old Pump Road in Richmond, VA. This school has proudly served area families since 1996 and offers an early childhood education program with an established reputation for academic excellence and genuine care. The next Principal will have the opportunity to build on that strong foundation, developing and retaining a talented team of educators, strengthening family and community partnerships, driving enrollment, and continuing to elevate the experience for children and families.


Your Impact at Chesterbrook Academy
• Lead, coach, and develop a high-performing team of educators.
• Ensure compliance with Virginia licensing regulations and company standards.
• Drive enrollment growth and build strong family and community partnerships.
• Foster a positive school culture focused on educational excellence and child success.
What We're Looking For
• Must be at least 21 years of age and meet Virginia Program Director qualifications for a licensed child day center as outlined in 8VAC20-780-190. Virginia provides several qualifying education/experience pathways, including qualifying child-related degrees, college coursework, early childhood credentials, or Montessori credentials combined with required programmatic and supervisory experience.
• Minimum of two (2) years of leadership or supervisory experience in a licensed childcare center, preschool, or early childhood education program preferred, with demonstrated experience leading staff and managing day-to-day operations.
• Thorough knowledge of Virginia child day center licensing standards, compliance requirements, health and safety practices, and best practices in early childhood education.
• Demonstrated ability to lead and develop teams, manage daily center operations, support staff performance, maintain regulatory compliance, and foster a positive learning environment.
Strong organizational, communication, leadership, and problem-solving skills.
• Candidates without qualifying management experience must meet Virginia’s additional management education/training requirements. Virginia defines qualifying management experience as at least six months of administrative on-the-job training involving supervision, orientation, training, and scheduling of staff.
• Ability to maintain all required background checks, training, certifications, and ongoing professional development required by Virginia regulations and company standards.
Why Join Chesterbrook Academy?
• Competitive salary and quarterly bonus opportunities with an annual target of up to $8,000.
• Medical, dental, vision, 401(k) match, PTO, and childcare tuition discounts.
• Ongoing leadership development, professional growth, and career advancement opportunities.
• The opportunity to make a lasting impact on children, families, and educators every day.
If you're an experienced early childhood leader who is passionate about developing educators, building strong school communities, and creating exceptional experiences for children and families, we encourage you to apply.


To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions. In general, this position requires an individual to frequently walk, stand, sit, squat, stoop, reach, kneel, rise from the floor, twist, listen, read, write, and speak the English language. In addition, this position often requires an individual to carry, lift, use repetitive or fine hand movements, and occasionally push, pull, or bend. This position is regularly required to hear and use clear vision with or without correction. Spring Education Group, including, but not limited to SEG Inc., and their affiliates (collectively “Company”) is an Equal Opportunity Employer. All qualified applicants for employment and employees are provided equal employment opportunities, including in recruitment, hiring, and assignment, without regard to actual or perceived race, color, religion and religious creed, sex (including pregnancy and related conditions), sexual orientation, gender identity, gender expression, marital or familial status, age, national origin, ancestry, disability, genetic information, military/veteran status, or any other classification protected by federal, state, or local law. The Company expressly prohibits any form of unlawful employee or student harassment or discrimination.