Extended Day Group Leader

Extended Day Group Leader

Westwood Public Schools District‑Wide (WPS) – Westwood, Massachusetts

Job

Final date to receive applications:
Aug 28, 2026 11:59 PM (Eastern Standard Time)

Posted:
Jun 15, 2026 4:00 AM (UTC)

Starting Date:
Aug 31, 2026

K‑5 Extended Day Group Leader

The Westwood Extended Day is seeking K‑5 Group Leaders to work Monday through Friday 3:00 pm to 6:00 pm, and Early Release Wednesdays (approximately every other week) 12:00 pm to 6:00 pm. Group leaders plan activities, provide supervision and offer support to grade‑level groups, and oversee designated areas during large‑group activities like snack time and outdoor recess.

Availability during February and April Massachusetts public school vacation weeks is preferred.

The hourly pay rate is based on education and experience.

Varies

$20.26 – $23.46

Monday – Friday

182 days, aligned to the school year

3 hour shift, typically 3 pm–6 pm (additional hours on select days)

• Plan and facilitate daily engaging activities that support the academic, physical, social and emotional growth of children, including:
  • academic enrichment
  • free play & sports
  • art & music
  • cooking & crafts
  • fitness activities & outdoor games
  • board games, puzzles & other indoor games
• Supervise and support children completing homework and academic projects.
• Support in the mentoring and evaluation of high school interns.
• Communicate as needed with caregivers and school staff.
• Participate in trainings, professional development and staff meetings.

• High school diploma and at least one year of college required. Candidates working toward a Bachelor's or Master’s degree in a preferred field (e.g., education, psychology, counseling) are strongly encouraged to apply.
• Experience with school‑aged children.
• Demonstrates a commitment to celebrating diversity, pursuing equity, and promoting integration.
• Safety Care certification preferred.

• Demonstrates caring and concern for all students.
• Conveys a love of learning to students.
• Makes positive contributions to the program.
• Manages groups of children with empathy while maintaining appropriate limits.
• Communicates clearly.
• Uses good judgment.
• Works effectively as part of a team.
• Maintains a professional demeanor.

Work takes place in a fast paced school environment including offices, auditorium, gym, cafeteria, hallways and outdoors (playground and fields).

Requires sufficient vision to read printed documents and view detail on a computer screen. Requires frequent standing, walking, sitting, bending, and reaching as well as carrying and occasionally lifting up to 30 lbs.

Must be able to move quickly if needed in order to maintain visual surveillance and implement all bolting/lost child policies with fidelity.

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Signing Bonus: there is a signing bonus of up to $500 for Group Leaders who have not previously worked for the Town of Westwood or Westwood Schools. The bonus is based on the number of days worked in a regular schedule (1 day = $200 bonus, 2‑3 days = $300 bonus, 4 or more days = $500 bonus). The bonus is paid in the employee’s 3rd paycheck with Westwood Extended Day.

Tuition Reimbursement:
Westwood Extended Day will provide tuition reimbursement of up to $500 per school year for Group Leaders. Employees are eligible for tuition reimbursement after completion of three (3) months of employment in the program. Tuition reimbursement must be approved by the Extended Day Director based on course completion and the course must be relevant to employment in the Westwood Extended Day program.

Paid Holidays: up to 12 paid holidays if the qualifying holiday falls during the school year and on a day that the employee normally works.

Full‑Time

The Westwood Public Schools does not discriminate on the basis of race, color, religion, gender, gender expression, age, national origin, disability, marital status, sexual orientation, or military status. Candidates of diverse backgrounds are encouraged to apply.

• At least 2 years of relevant experience preferred.
• Citizenship, residency or work visa required.

• HR Department
• 220 Nahatan Street
• Westwood, Massachusetts 02090
• Phone:
• Email: info.ma.us