Afterschool & Extended Day Generalist, Beginner and Kindergarten

About the position: Shady Hill School is seeking an enthusiastic, dependable, and engaging educator to join the Auxiliary Programs team as Afterschool Generalist Teacher for Beginner (Pre-K) and Kindergarten students starting immediately. This part-time position is ideal for individuals interested in education, child development, recreation, or youth programming who enjoy building meaningful relationships with children in a joyful, play-based environment. Afterschool Generalists are key members of the Auxiliary Programs team, creating safe, welcoming, and engaging afternoons for students in Beginners (Pre-K) through Grade VIII. Working collaboratively with colleagues, they supervise students, facilitate choice-based activities, support snack, homework, and dismissal routines, and foster a community where children build friendships, explore their interests, and develop increasing independence. This role may also include opportunities for in-house substitute teaching during the school day, based on interest, qualifications, and school needs. Additional substitute hours are paid separately from the standard schedule. This is an in-person, part-time, school-year position (August–June) with a standard 19.5 hours per week. The regular schedule is:

• Monday: 2:45–5:45 pm
• Tuesday: 2:45–5:45 pm
• Wednesday: 11:45–5:45 pm (supports Kindergarten Extended Day prior to Afterschool)
• Thursday: 1:15–5:45 pm (includes weekly Auxiliary Programs team meeting)
• Friday: 2:45–5:45 pm

Occasionally, the schedule may vary to accommodate special school events or adjusted school-day schedules. Hourly employees are paid for all hours worked, rounded to the nearest quarter hour. On days exceeding six hours, the schedule includes a 30-minute unpaid lunch break. Based on the scheduled hours, this position is not eligible for benefits other than paid holidays during the school year. Primary Responsibilities: Afterschool Program (Approximately 90% of the work week)

• Take the lead in supervising, planning, and facilitating engaging Afterschool activities, play, and daily routines for Beginner and Kindergarten students.
• Create a safe, welcoming, and inclusive environment where students feel known, supported, and encouraged to explore their interests.
• Organize and set-up Afterschool spaces and check-in with Afterschool colleagues during daily prep blocks (2:45-3:15 MTThF).
• Plan, organize and collaborate to lead games, arts and crafts, outdoor play, and other choice-based activities.
• Support students in resolving conflicts, building friendships, and developing age-appropriate independence.
• Support students during transitions, snack, homework, and dismissal.
• Monitor daily attendance and dismissal using SchoolPass.
• Encourage independence, creativity, collaboration, and respectful community behavior.
• Build positive relationships with students while supporting their social-emotional growth.

Community Support & School Life (Approximately 10% of the work week)

• Collaborate with Auxiliary Programs colleagues, classroom teachers, and school staff to support student success.
• Participate in weekly Auxiliary Programs team meetings.
• Meet regularly with the Auxiliary Programs supervisor for coaching, support, and professional growth.
• Maintain positive, professional communication with students, colleagues, and families.
• Participate in the rotating "Late Stay" schedule, ensuring all remaining Afterschool students are safely dismissed to their families or authorized caregivers.
• Model and uphold Shady Hill School's values of kindness, curiosity, responsibility, and belonging.
• Perform other duties as assigned. Qualifications: Required
  • High school diploma or equivalent.
  • Must be at least 18 years of age.
  • Interest in education, child development, recreation, or a related field.
  • Experience working with children in schools, camps, childcare, or afterschool programs.
  • Ability to collaborate and communicate effectively with colleagues, students, and families.
  • Comfort supervising outdoor activities in all weather conditions.
  • Familiarity with Google Workspace (Docs, Sheets, Drive, Gmail, etc.).
  • Ability to lift up to 30 pounds and actively supervise young children.
  • Ability to navigate a multi-building campus in all weather conditions.
  • Ability to bend, kneel, reach, lift, and stand for extended periods throughout the day.

Preferred

• Associate's or Bachelor's degree in Education, Child Development, Recreation, or a related field.
• Experience leading activities for elementary-aged children.
• Understanding of developmentally appropriate supervision, positive behavior support, and progressive educational practices.
• Demonstrated commitment to fostering diverse, equitable, inclusive, and identity-affirming learning communities.

Additional Information

• Opportunities for additional paid hours may be available through in-house substitute teaching during the school day, based on qualifications and school needs.
• This is a school-year position with the potential for annual renewal.

The hourly rate for this position will be $22 - $25 per hour, depending on experience. To apply: please send a cover letter and resume to apply@shs.org. Please be sure to include “B/K Afterschool/Extended Day Generalist” in the subject line of the email. Shady Hill is an Equal Opportunity/Affirmative Action Employer. Employees must be authorized to work in the USA. For more information on Shady Hill please visit us at www.shs.org.