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Three Squares Main Street seeks a dynamic, energetic and mission-driven leader to provide strategic leadership and day to-day management for a neighborhood based community and economic development non-profit organization.  The ideal candidate will need excellent communication, relationship-building, and leadership skills, and be energetic, entrepreneurial, and well-organized. 


The Executive Director will support and facilitate Board activities, committee goals and initiatives, and community relations to fulfill the mission and goals of the organization. Candidate must demonstrate the ability to work independently and must provide development support, resources and information to businesses, residents, and neighborhood groups and associations while working with key stakeholders and municipal agencies to help grow and maintain the economic vitality of the commercial and residential neighborhoods of Jackson Square, Hyde Square, and Canary Square in Jamaica Plain.


Three Squares Main Street’s mission is to create a safe, visually vibrant, economically sound business district along Centre Street in Jackson Square, Hyde Square, and Canary Square. As a 501(c)3 nonprofit organization, we bring together local volunteers, businesses, and public agencies to strengthen Jamaica Plain’s economic vitality, physical appearance, and unique local character.  We work in partnership with our community to promote the district and its businesses throughout Greater Boston as an accessible and desirable place for families of all backgrounds to live, work, and shop.


  • Provide services to current/potential district businesses and residential neighbors by developing and maintaining partnerships and relationships

  • Support the organization’s volunteer Board of Directors on governance, strategic planning, and fundraising

  • Develop and execute organizational fundraising plan; coordinate fundraising activities including developing sponsor relationships, planning special events, and developing new fundraising strategies and activities

  • Serve as the organization’s point of contact to the media

  • Manage the organization’s website and social media channels

  • Develop and distribute organizational and district promotional materials

  • Organize outreach campaigns to neighborhood businesses and stakeholders

  • Overall management and administration of the organization including: developing and maintaining the budget and financial reporting systems, monthly reporting to the Board and Boston Main Streets, office administration, accounting, maintaining data systems, database development, purchasing, and record keeping

  • Work with committees to develop and execute organizational programs and projects

  • Work with the Treasurer to maintain accountability for the operational and fiscal integrity of the organization

  • Oversee and coordinate the work of the volunteer committees encompassing promotion of the district, event planning, economic development and analysis, educational programming and technical assistance to strengthen businesses, marketing, and volunteer management

  • Recruit and supervise volunteers, interns, and assistants

  • Coordinate Main Streets’ role in major development initiatives in the neighborhood to ensure compliance with Main Street business development priorities

  • Represent organization at local and city-wide meetings and events

  • Participate in local, state, and national gatherings to promote Main Street model of local economic development

  • Additional responsibilities as needed


  • Bachelor’s degree or 5 years’ experience (preferred) in one or more of the following areas: community organizing, business/economic development, government relations, city/urban planning

  • High level of cultural competency and experience working in diverse and multicultural settings

  • Experience in program development and execution

  • Bilingual (Spanish/English) strongly preferred

  • Demonstrated experience in non-profit fundraising via grant writing and resource development

  • Demonstrated ability to motivate people and coordinate activities in a volunteer-run organization strongly preferred

  • Demonstrated experience with nonprofit financial management preferred

  • Experience with the Main Streets approach to commercial revitalization or similar revitalization strategies preferred

  • Excellent written and verbal communication skills

  • Knowledge of, and sensitivity to, issues confronting small businesses

  • Self-motivated and independent worker

  • Strong competency in use of Microsoft Office and/or Google Apps, Photoshop, QuickBooks, Excel and other related tools to aid in data and account management, communication and marketing

  • Ability to accommodate a demanding yet flexible schedule including some evenings and weekends for neighborhood or community meetings and activities


Please e-mail a resume and cover letter to Applications are accepted on a rolling basis.  Three Squares Main Street is an equal opportunity employer.

Rev. 11/21/19

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We rely on human capital and financial capital to support our unique mission to strengthen the Three Squares Main Street business district.


329 Centre Street

Jamaica Plain, MA 02130, USA

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