College Success Advisor
Boston, MA College Success Department
Job Type

Position: College Success Advisor

Reports to: Senior Director of College Success

Organization Overview: 

The Steppingstone Foundation prepares students from marginalized communities to access, navigate, and graduate from college through two initiatives, the Steppingstone Scholars Program and the National Partnership for Educational Access. The Steppingstone Scholars Program is a direct-service program in Boston that provides academic, social-emotional, and college-readiness services to students, called Scholars, beginning as early as fifth grade and continuing all the way through college graduation. The Steppingstone Scholars Program consists of five components: Admissions, the Academy, Middle School Success, High School Success, and College Success.

Position Overview:

The College Success Advisor’s primary responsibility is to support and advise a cohort of Steppingstone Scholars beginning as early as the spring of a Scholar’s senior year of high school and through their college experience. The College Success Advisor will work collaboratively on a small team to lead the implementation of college transition and success programming, including financial aid assistance, transfer, enrollment, and adjustment support, and career coaching. The College Success team uses a collective case management advising model, but also provides one-on-one advising for rising college freshmen and a cohort of other priority Scholars. Advisors will develop strong relationships with Scholars on their caseload in order to support a Scholar’s individual needs and goals. The College Success Advisor will fully participate, contribute, and lead other department initiatives that will support the personal growth and post-secondary success of each Scholar. 

The College Success Advisor will work a Monday-Friday schedule. Some evening and Saturday work is required. 

This position will be a hybrid role with two days in office and three days remotely, with some flexibility around work hours. A $500 home office set-up stipend will be provided upon hire, followed by quarterly stipends of $50. Laptops are provided to each employee to enhance the hybrid experience.

Start Date: July 2022

Salary: $44,500



  • Develop meaningful one-on-one relationships with Advisees and their families to support Scholars’ personal growth and post-secondary success, often referring them to resources and recommending opportunities available on- and off-campus.
  • Advise and maintain ongoing contact through emails, texts, phone calls, and virtual or in-person meetings with a caseload of 100-110 Advisees 
    • Support Scholars for a smooth transition and adjustment to college
      • Conduct one-on-one meetings with rising college freshmen the summer before college matriculation to ensure they are meeting deadlines and completing enrollment tasks. These include, but are not limited to: paying first bill, waiving health insurance, registering for class, securing housing, etc.
      • Provide guidance and assistance around academic progress, financial aid, social-emotional well-being, and career exploration and readiness
    • Support Scholars in preparing for college graduation and begin their careers
      • Advise and support Scholars in developing a plan for life after college graduation 
      • Support Scholars in searching for and applying to graduate school, internships, and full-time employment opportunities related to their career interest
  • Provide additional one-on-one support to other Scholars through a collective case management approach as-needed

Program Implementation

  • Collaborate with the team to provide ongoing programming through small group facilitation, workshop development, coordination of events, and the management of other projects.
  • Contribute to the ongoing development and dissemination of resources and opportunities relevant to Scholars to ensure they persist and are successful in college, and are prepared to begin their careers.
  • Build and maintain relationships with organizations that provide opportunities for Scholars
  • Prepare for the administration and recruitment of, and participate in the selection of Steppingstone’s annual scholarship program
  • With the assistance of program leadership, use effective systems to track and analyze student progress and program results, including a database and data-tracking tools
  • Contribute to other cross-team office-wide efforts such as the admission process for incoming applicants, financial aid applications for high school seniors, and internal task forces and committees

Required Knowledge and Skills:

  • Demonstrated commitment to educational and racial equity in college access and success
  • Knowledge and experience supporting first-generation college students
  • Exceptional relationship-building and group facilitation skills, incorporating cross-cultural sensitivity
  • Effective project management skills combined with demonstrated initiative, flexibility, and problem-solving capabilities
  • Orientation towards continuous learning for self and others, particularly within the field of college access and success, and career readiness
  • Strong verbal and written communication skills
  • Experience as an effective team member on a team
  • Bachelor’s degree required in a relevant field
  • Knowledge of college enrollment process, college advising, and/or career advising is a plus
  • Preference given to candidates who are bilingual in Spanish, Vietnamese, Arabic, Haitian Creole or Chinese (Mandarin or Cantonese)
  • Ability to make a minimum two-year commitment required

Physical Demands:

  • Lifting up to 20 pounds, standing, walking, sitting, reaching, operating computer and office equipment

To Apply: Please input your resume and a thoughtful cover letter outlining how your skills and experience meet the qualifications of the position, and how you learned about this position. Applications will be reviewed on a rolling basis. 

COVID-19 Vaccination Requirement

As a condition of employment, all Steppingstone employees, including full-time, part-time, temporary and contract employees, and interns, must be fully vaccinated against COVID-19. To be considered fully vaccinated, individuals must have received two doses of the approved Pfizer/Moderna COVID-19 vaccine or single dose of the Johnson & Johnson COVID-19 vaccine, and remain up to date with all boosters recommended by the CDC prior to the finalization of the hiring process. Finalists will be given details about how to demonstrate receipt of vaccination.

Reasonable accommodations will be considered on a case-by-case basis for exemptions to this requirement in accordance with applicable law. Applicants should be aware that for external-facing roles, particularly those involving close contact with students, accommodations that involve remaining unvaccinated against COVID-19 may not be deemed reasonable. Steppingstone will engage in the interactive accommodation process on an individualized basis in light of each particular role.

Employee Benefits:

  • Generous paid time off (over 8 weeks total, as outlined below)
  • 15 days PTO
  • 2 days Discretionary Time Off
  • 5 wellness days
  • 12.5 holidays
  • 2 weeks paid office closure
  • $500 Home Office Set-up Stipend; plus $50 quarterly
  • Health, Dental and Vision coverage
  • Life, Short-Term and Long-Term disability insurance
  • Retirement Plan
  • Tuition & Professional Development reimbursement
  • Flexible Spending Accounts - Health and Dependent Care
  • Pre-tax Transportation Plan (Transit & Parking)
  • Employee Assistance Program (EAP)
  • Membership to the National Partnership for Educational Access (NPEA)
Steppingstone Core ValuesPower of One
  • We honor every voice and believe we are strongest when we work together.
  • We recognize, respect, and nurture the fullness and complexity of each member of our community.
  • We believe in the power of belonging and seek to create a welcoming and inclusive culture.

Walk the Walk

  • We partner with every Scholar and family, supporting them holistically throughout their own educational journey.
  • We work with clear and measurable purpose, using data to drive collective decision-making and challenge assumptions.
  • We create spaces for difficult conversations to transform our thinking and move us forward.

Embrace Growth

  • We strive to operate as an anti-racist organization and commit to continuous learning and action in the service of this goal.
  • We provide opportunities for everyone in our community to flourish and reach their full potential.
  • We make time for reflection, learn from past experiences, and take initiative in response to changing needs and new ideas.
The Steppingstone Foundation is an equal opportunity employer and will not discriminate against any individual, employer, or application for employment on the basis of race, color, marital status, religion, age, sex, sexual orientation, national origin, or handicap, as defined by law.
Salary Description