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Summer Internship - Teaching & Advising

Summer 2023 Position Description
The summer internship at Steppingstone provides talented and committed college students with an opportunity to learn about careers in education, educational access, and the nonprofit sector through firsthand experience working with children in an academically rigorous environment. This internship grants significant exposure to different facets of Steppingstone programs, including direct curricular, non-curricular, socio-emotional, and administrative support.

Participants work closely with other Steppingstone interns, staff, and faculty members on projects both in and outside of the classroom. Interns meet regularly with the Internship Coordinators and their Lead/mentor teacher or Advisor(s). Interns also attend and participate in weekly seminars on various relevant topics in education, including adolescent development, growth mindset, and classroom management best practices.

Eligible candidates should have completed at least one year of college by the start of the internship. Candidates should have a demonstrated commitment to racial and educational equity. Ideal candidates will have had prior experience working with children and/or in an educational setting. Please visit our website ( for more information about our programs.

Important Information about Summer 2023 and Employment at Steppingstone
  • We are planning for an in-person program, and all interns must be able to work in person throughout the summer session.
  • Of course, we are aware that things could change, depending on what happens with Covid variants, but our intention is for the full community to be together in person.
  • All Steppingstone employees must be fully vaccinated against COVID-19. This means that 14 days must have passed since they have completed a full regimen of vaccines authorized for use in Massachusetts (2 doses of either Moderna or Pfizer-BioNTech, or 1 dose of Johnson & Johnson) and have received a booster dose.
  • All interns will be required to provide proof of their vaccination status by April 29, 2023.
  • If an employee is not vaccinated for a medical or religious reason, they will be able to speak with Human Resources to discuss the possibility of a reasonable accommodation in compliance with EEOC (U.S. Equal Employment Opportunity Commission). 
  • Steppingstone may provide reasonable accommodations for otherwise qualified employees and prospective employees with a disability (as defined by applicable law) or sincerely-held religious beliefs, provided that such accommodation would not result in an undue hardship on Steppingstone. 
  • The Steppingstone Foundation does not retaliate or otherwise discriminate against applicants or employees who request a reasonable accommodation for reasons related to disability or religion.
  • In addition to requiring vaccinations, we will implement multiple strategies to keep the community safe, which may include but not be limited to weekly Covid testing and mask-wearing. We will update all Interns in late spring about our exact safety plan, as it is still in development. 
  • Please note that any of the above information may change based on pandemic developments or requirements mandated by the city, state, or federal government. 
Starting salary is $16/hour and includes all orientations, summer hours, and bus duty. 

Teaching Interns
Teaching Interns will be paired with a Lead Teacher, who will act as a mentor teacher. Teaching Interns will:
  • Co-teach a core subject class with mentor teacher, including lesson preparation
  • Meet weekly with mentor teacher for curriculum planning, professional development, and feedback
  • Plan and lead whole-class lessons with mentor teacher’s support, and substitute teach as needed
  • Provide supervision and academic support, 1-on-1 or in a group, during study hall and/or at other times
  • Conduct structured observations of classes to identify best practices of experienced classroom teachers

Advising Interns
Advising Interns will be paired with an Advisor who supports Scholars during the summer and academic year. Advising Interns will:
  • Co-teach, with an Advisor, classes designed to develop Scholars’ social emotional skills
  • Facilitate and co-facilitate Scholar groups on topics related to Scholars’ goals, social emotional development, and progress at Steppingstone
  • Meet regularly with Advisor(s) to discuss the progress of Scholars and create plans to support Scholars
  • Conduct classroom observations to identify Scholars' academic and social strengths and areas for support in a classroom setting
  • Communicate with families and faculty members about the progress of Scholars in and out of the classroom
  • Provide academic support, 1-on-1 or in a group, during study hall and/or at other times 

Teaching and Advising Interns
  • Meet weekly for seminars and workshops with the Internship Coordinators and guest speakers
  • Reflect on summer experience in writing and through conversations with Intern Coordinators and other interns
  • Plan and co-teach a weekly elective
  • 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
  • Plan and co-teach a weekly physical education class 
  • Serve as a bus monitor 
  • Perform additional duties as assigned to assist with program operations
Application Due Date and Tentative Summer Schedule:

To complete your application, please follow this link . Applications are due January 31, 2023. Finalist interviews will take place February or March. Hiring decisions will be made by early April.

The tentative summer dates are as follows. We will confirm all dates during the interview stage of the application process.
  • Intern Orientation: June 19, 2023
  • Summer Orientation for all staff: June 28-29, 2023
  • Summer Session: July 5-August 11, 2023

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.


“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.”