Thank you for exploring career opportunities with School on Wheels of Massachusetts. 
We currently have two positions available. 
One is a full-time manager position and the other a part-time (three nights a week) coordinator position.

For more information or to apply to either position contact Jonathan Vincent, This email address is being protected from spambots. You need JavaScript enabled to view it.


Posted February 8, 2023

1. Regional Education Manager
     Reports to Education Director

Our mission is to support the academic, social and emotional growth of students impacted by homelessness and hardship.  We strive to end the cycle of homelessness by providing t toring, mentoring and backpacks to students in need. Our tutoring program operates in Boston, Southeastern MA and the South Coast region and we’re looking to expand our tutoring sites in Lowell and Boston.

Job Description:

The Regional Education Manager works with the Education Director, the Education Committee and the program staff & volunteers to ensure that our tutoring program sites are meeting the academic and social emotional needs of our students impacted by homelessness. The Regional Education Manager is responsible for leading the assigned Site Coordinators & Volunteers and help them achieve our business plan goals and objectives. The Regional Education Manager is an advocate for SOWMA students and parents and works to empower parents by working with the schools and families to bridge the gaps in children’s education caused by the obstacles of homelessness and poverty.  


  • Program management related to the tutoring of SOWMA students:
    • Supervise 5 existing tutoring sites
    • Research new program site opportunities in Massachusetts and assist with the implementation and setup of five new program sites program partner locations in Boston, Lowell and other gateway communities
    • Develop and maintain relationships with our program partners, homeless liaisons and other school administrators and teachers
    • Visit and evaluate tutoring sites on a regular basis (evening availability)
    • Provide school advocacy to parents and attend teacher/IEP meetings as requested
    • Develop and implement SOWMA Parent Programs to help engage parents more
    • Possess an understanding of the Massachusetts state framework to ensure alignment of tutoring activities and tutor trainings
    • Possess an understanding of the Growth Mind Set philosophy to incorporate into our tutor trainings and train the Site Coordinators and SOWMA staff on Social Emotional Learning
    • Work with the program staff and Education Committee in developing outcome measurements to monitor program effectiveness and students’ progress
    • Oversee the development and implementation of special projects for students
    • Develop and maintain the annual budget for programming activities
    • Assist in writing grant proposals and grant reports
    • Assist in hiring and supervising Site Coordinators


  • Leadership, supervision and evaluation of program staff:
    • Supervise and support the program staff
    • Assist with hiring and training program staff
    • Assist program staff in developing trainings and workshops for tutors, Site Coordinators and the schools to educate teachers about the impact of homelessness on children
    • Assist program staff in assessing academic resource needs at our tutoring site locations
    • Work with Education Director to support the Education Committee
    • Ensure that programs are meeting the academic and emotional needs of our students
    • Serve as a community ambassador for our mission and students


This position requires demonstrable initiative, creativity, and flexibility with a love of learning and education; ability to work effectively in groups; manage and support staff, and excellent interpersonal and organizational skills.

Preferred Credentials:

  • Bachelor's degree in Education, or Social Work preferred
  • At least 2 years supervisory experience in an educational setting
  • Strong organizational and analytical skills and aptitude for details
  • Excellent oral and written communication skills
  • Proficiency with technology
  • Fluency in Spanish, Haitian Creole, French or Portuguese preferred

2. Site Coordinator - Norwell and Weymouth - 10 hours/week - early evening hours

Oversee volunteer tutors and students at our two of our family shelter partner sites - Norwell and Weymouth.
On-site hours in Norwell are Mondays 5:30 - 7 p.m.; and Wednesdays 6 - 7 p.m.
On-site hours in Weymouth are Thursdays from 5:30 - 7 p.m.
Position includes  paid prep time per week;  for a total of 8.5 hours/week.
Pay rate from $16 - $20/hour. 
Site Coordinators oversee the evening setup and ensure the volunteer tutor/student homework and school project service goes smoothly.

For information contact This email address is being protected from spambots. You need JavaScript enabled to view it.


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United Way of Greater Plymouth County

Contact us

School on Wheels - MA
100 Laurel Street
Suite 121
East Bridgewater, Massachusetts 02333


Federal Tax ID 20-1020880