High School Success Advisor

Overview

Join a mission-driven team supporting and empowering future college graduates!

At Steppingstone, our mission is to prepare students from under-resourced communities to access, navigate, and graduate from college.

• Through the Scholars Program in Boston, we provide academic, social-emotional, and college readiness programming from as early as fifth grade and continuing through college graduation.
• Through the National Partnership for Educational Access (NPEA), we connect the people, practices, and innovations essential for eliminating barriers to college and career success.

The High School Success Advisor role is a strong fit for an emerging professional who is passionate about educational access, loves working with high school age students, and is committed to making a lasting impact on Scholars’ lives. In this role you will develop deep knowledge of the Boston educational landscape and resources available to assist students and families in navigating their journey to college.

The ideal candidate will have the skills to excel in a multi-faceted role that blends supporting the academic and social‑emotional needs of Scholars through individual advising, as well as through leading, implementing, and contributing to a large number of department‑wide events and projects that offer support to larger groups of Scholars and families.

Start Date:

August 2026

Salary: $55,000

• Develop meaningful one‑on‑one relationships with a caseload of Scholars with varied academic profiles and their families in order to support each Scholar’s individual needs, personal growth, and post‑secondary success, often referring them to resources and recommending opportunities available to them both in and out of their school settings.
• Advise and maintain ongoing contact through emails, texts, phone calls, and virtual or in‑person meetings with a caseload of 100 Advisees in order to ensure a smooth transition and adjustment to their next grade level and to provide guidance and assistance around academic progress, social‑emotional well‑being, and college and career readiness.
• Develop and maintain knowledge of resources and opportunities relevant to Scholars in order to ensure their success in school and in the college application and financial aid processes.
• Support grade twelve Scholars and their families through the college, financial aid, and scholarship application process.
• Collaborate with program staff to identify strategies that support Scholars’ academic and social growth.
• Offer families resources to support student development.

• Collaborate with the team to develop and implement curriculum and activities for our college and career readiness programming for Scholars and their families through small group facilitation, workshop development, and the management of other projects.
• Support the development of Scholars’ social emotional learning and foundational skills in a restorative community with high expectations.
• Maintain knowledge of resources and opportunities relevant to Scholars to ensure they apply to, persist, and are successful in college.
• Contribute to the team’s communication and relationship with a group of schools in order to support Scholar success, including visiting Scholars regularly at their schools.
• 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. This includes entering qualitative and quantitative Scholar and family notes in Salesforce.
• Prepare for the administration and recruitment of, and participate in the selection of Steppingstone’s annual scholarship program.
• Support the admission of new students and families to the Steppingstone Scholars Program.

• Demonstrated commitment to educational access and success
• Experience working with individuals with different backgrounds, perspectives, and experiences
• Experience working with high school students, in a classroom or out‑of‑school time setting, working to support and challenge each student appropriately
• Orientation towards continuous learning…