College Success Coach/Advisor

Position Overview

The College Success Coach/Advisor will work with a diverse group of students as they make serious choices about their education and future. Steppingstone Scholars are motivated, passionate, and provide a rewarding advising experience whether they attend high school, community college or an Ivy League school.

You will have primary responsibility for supporting and advising Scholars in their senior year of high school, and freshman and sophomore years of college. While coaches meet each Scholars’ unique needs, you will work in collaboration with a small team to provide direct college application support to Steppingstone Scholars in high school, and college transition and success support to those in college. As an Advisor and College Success Coach, you will develop meaningful relationships with advisees and their families in order to support their personal growth. The ability to communicate effectively through texts, emails, and phone calls will be just as important as your ability to engage advisees in conversations about their collegiate and professional future.

As a member of the College Services team you will contribute to a broad base of knowledge about existing resources available to support the goals of Steppingstone Scholars. Lastly, your attention to detail will be crucial to our data-driven efforts and aid you in the necessary reporting for our grant-funded requirements.  Each coach will also participate in the exciting and innovative Success Boston Initiative. Through this, you will engage a large community of college success practitioners and will develop and maintain relationships with external partners at colleges and various agencies throughout Boston.

In addition, this position will participate fully in the execution of the organization’s summer and year-round programs. A flexible schedule with some evening and Saturday work as well as the ability to travel to partner colleges is required.


  • Develop meaningful relationships with advisees that effectively support their personal and post-secondary growth
  • Maintain regular and consistent contact with caseload of approximately 90 advisees
  • Support Scholars using designed curriculum that focuses on academic progress, professional readiness, financial sustainability, and social/emotional well being
  • Maintain knowledge of resources and opportunities relevant for Scholars and share specific information based on individual advisee needs
  • Contribute to the ongoing development of the departmental college application and success curriculums
  • Develop and implement programs, services, policies, and/or procedures for department initiatives based on need-based assessments
  • Serve as liaison to partner schools (high schools, universities, and colleges) and develop and foster strong relationships with contacts
  • Track and utilize data and contact with Scholars and families in a concise and consistent way in order to inform analysis of high impact activities
  • Work with high school seniors to ensure preparedness for college and a successful transition between high school and college support teams


  • Bachelor’s degree required
  • An understanding of the college application process with a desire to become an expert in this area of college access
  • Demonstrated commitment to the Steppingstone mission, including interest in educational equity and college success
  • Experience working with a diverse group of high school and/or college students and ability to support and challenge students as appropriate
  • Strong relationship-building and group facilitation capabilities, incorporating cross-cultural sensitivity
  • Effective project management skills combined with vision, flexibility, and problem-solving capabilities
  • Flexibility to work outside of regular hours to meet Scholars’ needs
  • Ability to make a minimum two-year commitment preferred
  • Valid driver’s license

Reports to: Senior Director of College 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 “College Success Coach” in the subject line of your email.

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