Job Description

THE STEPPINGSTONE SUMMER ADVISING INTERNSHIPSummer 2026 Position Description

Why work at Steppingstone this summer?

Here’s what former interns had to say:

“This was one of the best summers of my life. I learned so much it's hard to narrow it down. The kids are all just incredible and this summer helped me realize how important it is to live a purposeful life.”

“Awesomeness. Honestly, I learned a lot of valuable skills and gained a lot of new friends. I enjoyed working with everyone at Steppingstone.”

“It's safe to say that this summer was one of the best and most productive summers I've ever had! I'd do it all over again if I could. I learned what happens behind the scenes in a classroom and gained an even bigger appreciation for all teachers. I experienced classroom management, how to get through all of the curriculum, and planning skills.”

Advising Internship Details

The summer advising internship at Steppingstone provides talented and committed college students with an opportunity to learn about careers in education, educational access, psychology, social work, and the nonprofit sector through firsthand experience working with rising 5th-7th graders in an academically rigorous environment. Participants work closely with other Steppingstone interns, staff, and faculty members on projects both in and outside of the classroom. Interns also attend and participate in weekly seminars on various relevant topics in education and psychology, including adolescent development, growth mindset, and classroom management best practices. Interns will be paired with an Advisor, who will act as a mentor.

Responsibilities include:

Work with Scholars:

• Co-teach, with a mentor advisor, classes designed to develop Scholars’ social emotional skills, including lesson preparation
• Meet weekly with mentor advisor for professional development and feedback, to identify support plans, and to discuss the social emotional needs of Scholars
• Plan and lead whole-class social emotional lessons with mentor’s support, facilitate and co-facilitate Scholar groups on topics related to Scholars’ goals
• Provide mentorship to students through academic & social emotional support, 1-on-1 or in a group, during study hall, lunch, and at other times
• Conduct structured check-ins and lunch bunches to identify Scholars' academic and social strengths, as well as their holistic and psychological needs
• Substitute teach as necessary

Bus Duty:

• Serve as bus monitor daily to and from the summer site at Milton Academy and Boston
• Manage the safety of Scholars during the bus ride
• While living in the greater Boston area is not required, it is strongly preferred so interns have reasonable access to a bus stop.
• Steppingstone partners with all interns to ensure their commute to and from their assigned bus stop is manageable.

Other duties

• Meet weekly for seminars and workshops with the Internship Coordinator and guest speakers
• Plan and co-teach a weekly elective
• Plan and co-teach a weekly physical education class
• Provide logistical support for the administrative staff, including distribution of materials and helping to staff the main office
• Assist in the supervision of arrival, dismissal, meals, and recess periods
• Perform additional duties as assigned to assist with program operations
• Reflect on summer experience in writing and through conversations with Intern Coordinator and other interns

Summer Dates and Location:

• Program Dates:
  • June 29 - August 7 (No classes on July 3)
• Orientations:
  • Week of June 22 (in-person at Milton Academy)
• Programming will take place at Milton Academy in Milton, MA (just outside of Boston). Interns will ride the bus with Scholars from Boston to Milton. Housing is not included with this internship. Our program takes place in person, and all interns must be able to work in person throughout the summer session.

Starting salary is $19/hour and includes all orientations, summer hours, and bus duty.

Eligibility:

• Candidates must have completed at least one year of college by the start of the internship.
• Ideal candidates will have prior experience working with children and/or in an educational setting.
• Ideal candidates are studying social work, psychology, or community psychology.
• Ideal candidates will have a basic understanding of restorative justice.

Please visit steppingstone.org or Steppingstone’s youtube page to learn more.

Requirements

Eligibility:

• Candidates must have completed at least one year of college by the start of the internship.

• Ideal candidates will have prior experience working with children and/or in an educational setting.

• Ideal candidates will have a basic understanding of restorative justice.

Please visit steppingstone.org or Steppingstone’s youtube page to learn more.