Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Preschool Assistant Principal

Chesterbrook Academy

Spring Education Group’s Early Childhood Education Division includes nearly 150 schools offering services from infant care through Pre-K/K programs, as well as summer camp and after-school programs. Our locations span a nationwide geographic footprint and a diverse array of pedagogical approaches — including our proprietary that draws from the collective expertise of renowned early-age educators such as Dewey, Piaget and Vygotsky; Montessori schools that embrace both accredited Montessori methods – (Association Montessori Internationale) and (American Montessori Society); and progressive language immersion programs in Mandarin and Spanish.

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 19 years of age and meet state licensing requirements.
  • Degree in Early Childhood Education, Child Development, or related field required.
  • Director Credential or 3 semester hours in administration, leadership or management 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

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!

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.
Vacancy posted 2 days ago
Similar jobs that could be interesting for youBased on the Preschool Assistant Principal in Shorewood, IL vacancy
  • $35 - $42.5 per hour

    A healthcare facility in New Lenox, Illinois, seeks a Registered Nurse. Responsibilities include assessing and planning patient care, supervising healthcare staff, and ensuring compliance with professional nursing standards. Strong candidates will have current Illinois ...
    Suggested
    Hourly pay
    Full time
    Part time

    Silver Cross

    New Lenox, IL
    4 days ago
  • Diocese of Joliet Catholic Schools seeks a Principal for the 2026-2027 academic year. The role is full-time and benefit-eligible, with July 2026 start. The principal serves as faith leader and administrator, aligning school programs with Catholic teachings while supporting... 
    Suggested
    Full time

    Diocese of Joliet

    Crest Hill, IL
    5 days ago
  • $45k

     ...center. Join Little Learner Children's Academy as a Child Care Assistant Director, where you will play a vital role in supporting the...  ...Child Development or Early Childhood Education Knowledge of Preschool software such as ProCare, CRM, Food Program, IDHS Payments and... 
    Suggested
    Local area
    Monday to Friday
    Shift work
    Weekend work
    Afternoon shift

    Little Learner Children's Academy

    Plainfield, IL
    23 days ago
  • Babysitter needed near 60434. Must have experience and be responsible. Great opportunity to care for and engage with kids. Qualifications A love of working with children Excellent communication skills Ability to follow directions Passion for helping...
    Suggested

    Wyndy LLC

    Joliet, IL
    5 days ago
  •  ...uplift families by empowering them to thrive and create a brighter future for themselves and their children. General Responsibilities Assist with programmatic training and monitoring in child development, health, family services, and administration. Onboard new staff... 
    Suggested
    Temporary work
    Work at office
    Flexible hours

    Catholic Charities, Diocese of Joliet

    Joliet, IL
    4 days ago
  • Sittercity Incorporated in Joliet, IL is seeking a weekday babysitter to care for two children (infant and preschool). Hours 2:30 PM to 11:00 PM, Monday through Friday starting September 21st. The role requires car, experience with multiples and special needs, and comfort... 
    Monday to Friday
    Afternoon shift
    Weekday work

    Sittercity Incorporated

    Joliet, IL
    4 days ago
  • Help our family by watching our two children, aged infant and preschool, from September 21st, Monday through Friday. The hours are from 2:30 PM to 11:00 PM. You should have experience with multiple children and special needs. A car is necessary for any activities or outings... 
    Monday to Friday

    Sittercity Incorporated

    Joliet, IL
    4 days ago
  • Sittercity Incorporated in Shorewood, IL is seeking a dedicated nanny to care for our toddler on weekdays during the day. The start date is flexible, but September 1st is ideal, and reliable transportation is required for local outings. You will engage our child in fun ...
    Local area
    Flexible hours
    Weekday work

    Sittercity Incorporated

    Shorewood, IL
    4 days ago
  • Hi there! We are looking for a dedicated nanny to assist us with our toddler. The start date is flexible, but we ideally want someone who can begin on September 1st. The job requires availability on weekdays during the day.You will be responsible for engaging our child... 
    Local area
    Flexible hours
    Weekday work

    Sittercity Incorporated

    Shorewood, IL
    4 days ago
  • We need a responsible and caring babysitter for our 2 year old. The schedule starts on August 30, 2026, at 8:00 AM but the start date is flexible. You will be responsible for supervising playtime, preparing snacks, and ensuring a safe and fun environment. Previous experience...
    Flexible hours

    Sittercity Incorporated

    Joliet, IL
    2 days ago
  •  ...minimum of 2500 a month, often more frequently or depending how the schedule falls in the rotation) Requirements Toddler experience Preschool-age experience Comfortable with pets Sitter has own car Responsibilities Driving the Kids Prepare Snacks/Meals Light housekeeping... 
    Permanent employment
    Afternoon shift

    Sittercity Incorporated

    Joliet, IL
    5 days ago
  •  ...off every 5 weeks. The role involves driving the kids to school blocks away, preparing snacks, and light housekeeping. Ideal candidates have toddler and preschool-age experience, are comfortable with pets, and own a car to commute. #J-18808-Ljbffr Sittercity Incorporated
    Early shift

    Sittercity Incorporated

    Joliet, IL
    5 days ago
  • $125 per unit

    PERKS OF JOINING URBANSITTER: ✓ Ultimate flexibility. Set your schedule with full-time, part-time, and occasional jobs like nanny, date night sitter, after-school pickup sitter, homework tutor, or mother's helper. Plus, pet sitting and elder care gigs! ✓ Get paid your...
    Full time
    Part time
    Local area

    UrbanSitter

    Joliet, IL
    4 days ago
  • $15 - $19 per hour

     ...Job Description Job Description Daycare Assistant Teacher Now hiring Daycare Assistant Teachers! Full-time, Monday-Friday. Little Learner Children’s Academy – Minooka, Crest Hill, Yorkville, and Bolingbrook, IL Full-Time | Monday–Friday | Shifts between... 
    Full time
    Local area
    Immediate start
    Monday to Friday
    Flexible hours
    Shift work

    Little Learner Children's Academy

    Plainfield, IL
    7 days ago
  • Sittercity Incorporated in Plainfield, IL is seeking a reliable babysitter to care for a toddler beginning September 13, 2026, with weekday mornings and afternoons and some daytime hours possible. You will provide a safe, nurturing environment, engage the child in age‑...
    Day shift
    Weekday work

    Sittercity Incorporated

    Plainfield, IL
    2 days ago
  • Huntington Learning Center in Plainfield, IL is seeking a Program Coordinator to ensure an outstanding experience from enrollment through program completion. You will work with families, teachers, and the Center Director to coordinate student programs, monitor progress,...

    Huntington Learning Center

    Plainfield, IL
    1 day ago
  • Single mom looking for help. I have to travel for work Sept 15-18. I am looking for someone to stay with my children here at my house. Take them to school in the morning and pick them up in the afternoon. Help with homework and meals. Have 4 cats and 1 dog. Hours 2pm to...
    Night shift
    Day shift

    Sitter.com

    Plainfield, IL
    15 days ago
  • $19 per hour

    We are a family in Lockport, Illinois seeking a part-time nanny to care for our newborn. We are looking for someone who is passionate about working with infants and has experience in childcare. The position is part-time, and we're offering a competitive rate of $19.00 per...
    Hourly pay
    Part time
    Immediate start

    Sitter.com

    Lockport, IL
    12 days ago
  • Accomplished Baby babysitter. Provide attentive and reliable care for infants and toddlers. Ensure their safety, engage in playtime activities, and maintain a nurturing environment. Respond to their needs and communicate effectively with parents. Qualifications ...

    Wyndy LLC

    Romeoville, IL
    1 day ago
  • Troy Community Consolidated School District 30-C is seeking a Teaching Associate for Special Education (Early Childhood) at Cronin Elementary. The role supports students with and without disabilities within the instructional program and extracurricular activities, under...

    Troy Community Consolidated School District 30-C

    Plainfield, IL
    3 days ago
  • Sittercity Incorporated in New Lenox, IL seeks a reliable babysitter for two children, an infant and an 8-year-old. The role runs 8:30 AM to 8:00 PM, 2-3 days per week with potential schedule fluctuations. Responsibilities include meals, homework help, and active supervision...
    Flexible hours
    2 days per week
    3 days per week

    Sittercity Incorporated

    New Lenox, IL
    2 days ago
  • We are looking for a reliable babysitter to care for our toddler starting on September 13, 2026, with some flexibility. You will be responsible for providing a safe and nurturing environment, engaging our child in play and learning activities, and following daily routines...
    Flexible hours
    Day shift
    Weekday work

    Sittercity Incorporated

    Plainfield, IL
    2 days ago
  •  ...Incorporated in Plainfield, IL is seeking a dependable, caring sitter to assist with childcare and school transportation for two school-age...  ...them to school, and picking up the younger daughter from preschool to care until the parent returns at 4:00 p.m. A reliable car and... 
    2 days per week
    3 days per week

    Sittercity Incorporated

    Plainfield, IL
    2 days ago
  • $17.5 per hour

    Position Type: Transportation/Supervisor Date Posted: 8/17/2026 Location: Peotone CUSD 207U - Districtwide Date Available: ASAP District: Peotone CUSD 207-U Peotone CUSD 207U is seeking candidates for the immediately available School Bus Aide...
    Hourly pay
    Immediate start
    Shift work

    Will County ROE

    New Lenox, IL
    4 days ago
  • Seeking a part-time babysitter/house manager near 60446 for 2 school-aged kids. Must be reliable, responsible, and able to handle daily household tasks. Must also have experience caring for school-aged children. Transportation required. Flexible schedule. Compensation ...
    Part time
    Flexible hours

    Wyndy LLC

    Romeoville, IL
    5 days ago
  •  ...juniors and seniors, including development of curriculum, syllabus, and instructional materials to maximize student success in Nurse Assistant training. The role requires Illinois educator license, nursing experience with elderly care, and ability to coach in lab and... 

    Wilco Area Career Center

    Romeoville, IL
    4 days ago
  • Lewis University in Romeoville, IL invites applications for Academic Nursing Faculty serving as MSN Program Director. The director leads day-to-day program operations, shapes long-term vision, and partners with the Department Chair to advance the MSN degree. The role includes...

    Lewis University

    Romeoville, IL
    2 days ago
  • Plainfield Park District seeks a basketball instructor to lead private lessons on Tuesdays from 6:00-9:00 p.m. and Sundays from 9:00 a.m.-4:30 p.m. during 11/01-12/06, delivering a progressive curriculum and ensuring safety and fun for youth. You will evaluate skill levels...

    PlainfieldPark District

    Plainfield, IL
    3 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Preschool Assistant Principal. Be the first to apply!