Afterschool Instructor

Staff / Part-Time

The Winsor School, Boston, MA

Founded in 1886, The Winsor School is an independent girls’ school for academically promising and motivated students in grades five through twelve. Located in the heart of Boston’s Longwood Medical and Academic Research area, our students benefit from the school’s long standing commitment to providing a superior education for girls, inspirational and dedicated faculty, and a diverse and talented community. Winsor strives to consciously create an environment of respect and inclusion and to support ethnic, racial, religious and socio-economic diversity among all the constituencies of the School. Winsor supports this commitment through its more inclusive curriculum, success addressing a range of learning styles, the availability of a wide array of diversity efforts and programs, and by participating in the greater Boston community.

The Winsor School is seeking dedicated, dynamic and engaging instructors to join our Afterschool team for the 2022-2023 school year. This is a part-time position. ASP teachers play an important role in the lives of students as they end their school day. Winsor expects ASP teachers to engage with students, learn their names, understand their needs for the afternoon, know where students are at all times, and keep them physically and emotionally safe.

Responsibilities include supervising daily activities including snack time, homework study, outdoor play, and art projects. ASP teachers keep track of student appointments with teachers, music lessons as well as sports practices.

Typical ASP Schedule

  • 2:50 – Arrive and sign in
  • 3:00 – Have a snack
  • 3:15 – 4:15 Quiet study
  • 4:15 – 4:30 Break
  • 4:30 – Quiet time (limits on social media, computer games, watching shows, etc.)
    • continue homework
    • read
    • work quietly with another student
    • board games
    • outside play
  • 5:45 – any remaining students are brought to the front desk to sit with security until parents arrive

Several openings available to cover several days of the week, Wednesdays morning coverage is a separate slot can be done alone or with other days.

Visit our website at to or email Sharon Jones Phinney,

The Winsor School

Boston, MA
Elementary, Middle School, High School