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Coordinator of High School Mentoring, Site-Based Mentoring

Our High School Mentoring (HSM) program partners with Boston public high schools to pair high school-aged girls as Big Sisters and matches them with Little Sisters from a local public elementary or middle school. Big and Little Sisters meet once a week in a group setting afterschool at the Little Sisters’ school, and commit to at least two academic years together, excluding summer break and school holidays. During their visits, matches participate in group activities, work on projects, or engage in physical activities. Big Sisters have the opportunity to build leadership skills and participate in the Girls Leadership Program (GLP) to help them continue to facilitate their strengths as role models, advocates, and young women.  

The Coordinator of High School Mentoring is responsible for all aspects of service delivery to support the success of this site-based program. In addition to interviewing potential Bigs and Littles and then supporting matches between them, the Coordinator of HSM will collaborate with other staff to provide excellent programming and customer service to program partners. The Coordinator of HSM will also develop and deliver a tailored curriculum, facilitate group activities, and supervise graduate level interns.

Strong candidates can connect with and support adults and youth from diverse backgrounds, are constantly curious about understanding the needs of others, are passionate about running programs and working with groups of youth and are excited about managing relationships with school partners.

Big Sister is committed to hiring staff who reflect the diversity of the communities we serve. Multilingual, multicultural and candidates of color are strongly encouraged to apply. If you are interested in working at a well-established, dynamic and supportive organization committed to serving girls, please apply.


Coordinator Responsibilities

  • Collaborate with Manager of Site-Based Mentoring and other Coordinators to develop and implement High School Mentoring programming, ensuring quality standards
  • Produce weekly on-site program at Boston public elementary/middle schools; facilitate group activities and curriculum to promote girls’ development for audiences including elementary through high school youth, volunteers, parents/guardians and agency staff
  • Maintain positive relationships with site contacts and manage all aspects of communication and planning between sites and agency
  • Collaborate with colleagues to develop and sustain new and existing relationships with prospective partners and school sites
  • Lead/co-lead and facilitate the Girls Leadership Program, addressing health and wellness topics, such as puberty and sexual health, healthy relationships, conflict resolution, and goal setting
  • When manager is out of the office or unavailable, provide leadership coverage and support, as needed

Caseload Management 

  • Coordinate and conduct recruitment of Big and Little Sisters
  • Conduct assessments of and make matches between potential volunteer mentors (Big Sisters) and mentees (Little Sisters) according to agency standards and goals
  • Facilitate age-appropriate pre-match training for high school Big Sisters, match introductions and match closures according to agency standards
  • Support and maintain an assigned caseload of approximately 50 High School Mentoring matches (Big and Little Sister mentor/mentee pairings)
  • Conduct regular phone, email, or in-person check-ins with Big Sisters, Little Sisters, families, and/or school site contacts, in order to:
    • Provide on-going support related to match activities, child safety, child development, and match relationship development 
    • Provide comprehensive documentation related to strength of match relationship and support needs for each match participant 
    • Share information about community resources, agency activities, and programs 
  • Conduct introductory match meetings virtually and at sites
  • Administer all aspects of match support including updating the agency database with relevant case information
  • Facilitate positive closure for matches that are unable to continue meeting as part of the program 
  • Re-engage Big Sisters, Little Sisters and families as appropriate after match closure 
  • Conduct match surveys and annual outcome evaluations with Big and Little Sisters and families
  • Supervise graduate level interns; plan and execute the intern orientation program
  • Assist with agency special events as needed 


  • Bachelor’s degree with at least one year of experience in direct service, youth development, social work, or a related area
  • At least one year of experience as a team leader or supervisor with demonstrated ability to build and lead a healthy and high performing team
  • Sensitivity to and experience in working with culturally diverse populations and with youth and women and with the ability to build strong, healthy and productive relationships
  • Ability to effectively facilitate programming for youth and adolescents
  • Ability to effectively analyze and synthesize data for curriculum design and training 
  • Passion and a proven track record of success in developing and managing productive partner relationships
  • Excellent project management and organizational skills with ability to consistently meet deadlines in a dynamic environment
  • Excited about and effective in working autonomously and within a cross-functional team 
  • Strong written and verbal communication and interpersonal skills
  • Enthusiastic about learning with the ability to give and receive constructive feedback
  • Facility with Microsoft Office Suite or comparable platforms and comfort with data management systems (Big Sister uses a Salesforce database platform)
  • Availability and flexibility to work some weekday evenings (scheduled in advance), as well as travel to varying local venues as necessary

Please note that all positions are remote until January 2022, when we plan to resume working in our physical office in a hybrid model. This position will have in-person on-site programming.


Reports to: Manager of Site-Based Mentoring

Language Skills: Written and oral fluency in English; candidates who also have proficiency or fluency in other languages, especially Spanish, are strongly encouraged to apply
Start date: Immediately

Location: Big Sister Association Offices, 20 Park Plaza, Boston, MA. Our office maintains a hybrid working model that allows staff flexibility to work remote and in office.

Compensation: This position offers a competitive salary starting at $49,914. Full-time, exempt position. Comprehensive benefits package including paid time off and health benefits. 

Please send cover letter and resume with subject line Coordinator of High School Mentoring to: hr@bigsister.org or click the button below. Please attach your cover letter and resumé as a Word document or a PDF.  

Big Sister Association of Greater Boston is an equal opportunity employer and does not discriminate on the basis of race, ethnicity, sexual orientation, nationality, ability, age, gender identity or gender expression or any other characteristic protected by federal, state or local laws.