Support Services Assistant/Advisor

Position Overview

The Support Services Assistant/Advisor (SSA) will have primary responsibility for supporting and advising a cohort and families of Steppingstone Scholars (advisees) currently in middle and high school, most attending partner schools, to ensure their preparation for and admission into and success in four-year colleges. In addition, the SSA will participate fully in the execution of the organization’s summer and year-round programs. The SSA will work a Tuesday – Saturday schedule during the academic year and a Monday – Friday schedule during the summer.


  • Develop one-on-one relationships with advisees and their families in order to support each advisee’s individual needs
  • Maintain knowledge of resources and opportunities relevant for Scholars in order to ensure their success in school and in the college admission process
  • Implement and contribute to the departmental college readiness plan through small group facilitation, workshop development, and the management of other projects
  • Serve as liaison to a group of schools and develop and foster strong relationships with those schools
  • Track and utilize data in a concise and consistent way in order to inform analysis of high impact activities
  • Assist with program wide responsibilities including the admissions process for incoming applicants, financial aid applications to independent schools, and teaching during the summer


All candidates will embrace and demonstrate our core values: Mission-connect, Impact driven, Respect, Initiative, and Collaboration.

Strong candidates for this position will demonstrate the following characteristics:

  • Demonstrated commitment to educational equity and college success
  • Experience working with a diverse group of middle and/or high school students and families
  • Strong verbal and written communication skills
  • Strong relationship-building and group facilitation capabilities, incorporating cross-cultural sensitivity
  • Effective project management skills combined with initiative, flexibility, and problem-solving capabilities
  • Knowledge of Boston Public or independent schools is desirable
  • Preference given to candidates who are bi-lingual
  • Bachelor’s degree or equivalent experience required

Reports to: Director of Support Services

To Apply: Please send a resume and thoughtful cover letter, outlining how your skills and experience meet the qualifications of the position, to Human Resources at Please include “Support Services” in the subject line of your email.

The Steppingstone Foundation is an equal opportunity employer and we encourage applicants from diverse backgrounds.