Position Description
The After-School Adventurers [ASA] program located at the Country Day School in Fox Chapel, provides extended-day care and enrichment classes for PK-5th grade. Group Leaders engage with students in both structured enrichment activities and unstructured play while ensuring that they are safe, well-supervised, and reporting to scheduled activities on time.
Primary Responsibilities
- Organize engaging group games/activities as assigned, including arts and crafts, large group games, homework help, taking attendance, dismissals, and other roles as assigned from 2:30 pm-6pm Monday-Friday
- Actively supervise children in your care at all times. You must position yourself to be able to see, hear, direct, and assess the children in all environments and situations.
- Adhere to and reinforce school behavior policies with students, as well as keep Director and/or Site Coordinator informed of behavioral issues or incidents
- Maintain a consistent positive, energetic, respectful, and collaborative demeanor when interacting with students and staff
- Monitor any and all spaces utilized by the program, including but not limited to gym, playground and outside areas, hallways, and classrooms. Assure that all spaces are clean and restored to their normal set-up at the end of sessions for the following academic day.
- Provide feedback and offer suggestions for ways to improve and evolve the program
- Participate in staff meetings and trainings when required
- Maintain up to date clearances, required every 5 years.
Compensation
Starting hourly wage of $15, depending on experience.
Interviews will be conducted and scheduled after August 6, 2025.
Skills Required
- Availability to work 2:30 PM–6:00 PM Monday through Friday
- Actively supervise children at all times, maintaining sight and hearing of students
- Organize and lead group activities including arts and crafts, large group games, and homework help
- Adhere to and reinforce school behavior policies and report incidents to Director or Site Coordinator
- Maintain up-to-date required clearances/background checks (renewed every 5 years)
- Participate in staff meetings and trainings as required
What We Do
Shady Side Academy is a nationally respected co-educational private school in Pittsburgh, Pennsylvania, serving students from pre-K through grade 12. As an independent preparatory school, it offers an exceptional education with an optional boarding experience for high school students. Founded in 1883, it is a non-profit organization dedicated to providing high-quality education services.


