Chesterbrook Academy is a multi-location school group with campuses in Florida, Illinois, Maryland, North Carolina, New Jersey, Pennsylvania, South Carolina, and Virginia offering outstanding private education to preschool and elementary students. Our preschools offer the perfect balance of learning and play, while our elementary program provides a challenging and robust curriculum, innovative instruction, and a vibrant school community. A career with Chesterbrook offers opportunities in education, summer camps, before and after school programs, and regional management with the support of our parent company, Spring Education Group.


Extended Day Teacher - Chesterbrook Academy
Chesterbrook Academy is seeking an enthusiastic and dependable Extended Day Teacher to create a safe, engaging, and welcoming environment for students after the school day. Our balanced, STEAM-focused approach helps students become creative problem-solvers, critical thinkers, and confident leaders.
What We Offer
• Part-time schedule from 3:00–6:00 p.m.
• Flexible scheduling for candidates available at least three days per week
• Opportunities to work during winter and spring break camps and support school events
• Employee referral bonus
• Same-day access to earned wages through Dayforce Wallet
About the Role
As an Extended Day Teacher, you will supervise students while providing a thoughtful mix of homework support, creative activities, games, and indoor and outdoor play. You will help students transition successfully from the classroom into the extended day program while maintaining a positive, nurturing environment.
You Will Also...
• Supervise students during structured activities, free play, and transitions
• Assist students with homework and other educational activities
• Plan and facilitate engaging activities, including arts and crafts, games, and outdoor play
• Follow established safety, attendance, and dismissal procedures
• Build positive relationships with students and encourage respectful behavior
• Collaborate with teachers, school leaders, and other team members to support an exceptional student experience
• Assist with seasonal camps and school events based on your interest and availability
What We’re Looking For
• High school diploma or GED
• Availability from 3:00–6:00 p.m. at least three days per week
• Previous experience working with children preferred
• A positive, patient, and energetic approach
• Strong communication and teamwork skills
• Ability to supervise indoor and outdoor activities safely and attentively
• Ability to successfully pass state and federal background checks


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.