Steps to Success

24 Webster Place
Brookline, MA 02445

Date Posted:
July 23, 2019

Eastern Massachusetts



Teen Advantage (TA) Director / Coolidge Corner & Lincoln Schools


Steps to Success (STS), a comprehensive school success and college readiness program, is hiring a Director for its after-school enrichment program, Teen Advantage (TA). TA takes place twice per week- one day at the Coolidge Corner School, and the other at the Lincoln School, both in Brookline. We seek a strong, positive, energetic, and well-organized leader who will make an excellent role model for young people and lead in the cultivation of a program that works to expose our students to high quality enrichment experiences.

TA serves about 10 students in grades 7 and 8. The program runs 3 hours per week, from 3:40-5:10pm on Mondays (at the Coolidge Corner School) and Wednesdays (at the Lincoln School). Directors are also paid for 3 additional hours of planning/administrative time per week. The TA Director is a part time position (6 hours/week, including planning time). Prospective candidates will need to be available for employment September 23rd, 2019 through June 10th, 2020.

Program Objectives

As a result of having a wider breadth of experience in regards to enrichment activities…

  • - Students will develop improved relationships with peers

  • - Students will develop skill sets beyond those learned during the school day.

  • - Students will develop better communication skills


  1. - Oversee TA staff/volunteers, which may include enrichment instructors, college and/or AmeriCorps interns, and others.

  2. - Ensure all enrichment activities/units include opportunities for practice and improvement in the following Social Emotional Learning skills: positive/constructive relationships with peers, and effective communication skills.

  3. - Ensure all enrichment units include a culminating product or demonstration involving skills learned during that enrichment

  4. - Design and implement behavior management systems and develop strong routines and procedures for program.

  5. - Work with the STS Director of Programs, and PSB STS Advisors, to recruit and maintain an enrollment of approximately 10 participants over the course of the school year.

  6. - Manage administrative duties such as daily attendance, newsletters, family nights, tracking related to achievement of program objectives/outcomes, and supervision of TA staff.

  7. - Communicate regularly with school staff & parents about student progress and program updates.

  8. Additional Information

  • 6 hrs/week during the academic school year (which includes 3 hours of planning time).

  • Competitive, hourly, salary starting in the high-twenties/hour.

  • Additional paid hours for STS events, meetings, and professional development trainings.

  • Supervised by STS Director of Programs

  • Experienced youth development worker with a minimum of 2 years experience in diverse classrooms, after-school, camp and/or residential settings. Teaching certificate and/or degree in a related field strongly preferred but not required.

  • Experience tracking and utilizing a data-driven approach. Experience working with SEL skills, frameworks, and tracking tools (specifically ACT or SAYO) is strongly preferred but not required.

  • Flexibility and creativity in relating to students in an after-school setting, while consistently demonstrating strong behavior management skills at the same time, is essential.

  • Ability to engage in program leadership as well as to interact effectively with after school colleagues, school-day staff and administrators, parents, and community partners is required.

How To Apply:
To apply: Please send resume and cover letter to Sarah Fowler, STS’ Director of
Apply by:
September 17, 2019
Competitive, hourly, salary starting in the high-twenties/hour.
About this Organization:
The mission of Steps to Success (STS) is to enhance educational outcomes for students from low-income families in order to defeat the cycle of poverty. STS is a partnership between the Public Schools of Brookline, and the Brookline Housing Authority. STS offers supports and programming for kids in Brookline who live in public housing from grade 4 through college.