Overview
ABOUT FRESH TRUCK
Fresh Truck’s mission is to strengthen Boston communities by getting fresh food to the households that need it most. We envision a Boston where fresh, affordable food is a guarantee for every neighborhood, not a privilege. A city where food is more than nourishment, it’s a connection to health, opportunity, and community.
Fresh Truck’s programs meet people where they are, delivering solutions to food insecurity in a way that is deeply embedded in the communities we serve. Our markets serve as hubs of connection, where food is accessible, shopping is dignified, and choice is never compromised.
In times of change and uncertainty, Fresh Truck has always stepped in—rapid response, innovation, and community care are in our DNA.
Our Outcomes :
- 19 weekly mobile market locations across Boston
- $2.4M in food provided to households in 2024
- Serving 60,000+ individuals annually
- Largest HIP (Health Incentives Program) vendor statewide
- Trust and appreciation from the shoppers we serve, hear it from them!
In 2024, Fresh Truck began operating as an independent nonprofit after over a decade of operating as a program of About Fresh. This independence strengthens our local identity and allows us to focus fully on meeting the evolving needs of Boston’s communities.
The Position
Fresh Truck seeks an Executive Director who is committed to building a Boston where fresh, affordable food is available and accessible in every neighborhood. The ideal candidate brings exceptional external relations skills, demonstrated fundraising expertise, and a collaborative, roll-up-your-sleeves approach to leadership.
The Executive Director will work closely with our Board of Directors, manage Fresh Truck's 14-person staff team, and cultivate relationships with funders, community partners, government agencies, and other key stakeholders. This role requires someone who can be the external face of the organization—telling Fresh Truck's story compellingly to donors, partners, and the broader Boston community—while also building and refining internal systems to support sustainable growth.
Your commitment to equity, strategic thinking, and ability to work collaboratively with an engaged, mission-driven team will be instrumental in advancing Fresh Truck's impact.
This role reports to Fresh Truck's Board of Directors. Fresh Truck's FY25 annual operating budget is $2MM.
Major Functions & Responsibilities
Organizational Leadership & Strategic Vision
Ensure the success and sustainability of current operations while identifying strategic opportunities for programmatic expansion aligned with Fresh Truck's mission and capacityBuild and execute strategic plans that position Fresh Truck for sustainable growth while maintaining our community-centered values and scrappy, hands-on cultureEvaluate and strengthen Fresh Truck's impact through strong relationships with partners, collaborators, volunteers, staff, donors, governmental agencies, and community organizationsExternal Relations & Fundraising
Serve as the primary external spokesperson and storyteller for Fresh Truck, compellingly articulating our mission, impact, and approach to diverse audiencesCultivate and steward high-level relationships with individual donors, corporate partners, and other funding sources to diversify revenue streamsPartner with the Director of Development & Communications to maintain and grow foundation and corporate support while taking primary responsibility for major donor engagementLeverage an existing network in Boston to expand Fresh Truck's visibility and partnerships across the nonprofit, philanthropic, and business sectorsRepresent Fresh Truck in community forums, at events, and in policy conversations related to food justice and equitable accessProgram Stewardship & Operations
Work closely with staff, Board, and key stakeholders to align programmatic outcomes with strategic goalsUse data to drive decisions and promote continuous improvement across all program areasAssess, enhance, and maintain Fresh Truck's systems and infrastructure with a practical, hands-on approach—building solutions that match our resource reality rather than implementing costly systems beyond our capacityEnsure operational excellence while remaining grounded in the day-to-day realities of our work, including regular presence at market sites and our Roxbury headquartersTeam Leadership and Management
Center Fresh Truck communities in all decision-making through strong organizational practicesSustain and evolve Fresh Truck’s culture of teamwork, mutual respect, transparency, and meaningful collaboration among staffNurture a transparent and supportive culture with high accountability for outcomes, where staff can bring their whole selves to workDirectly manage operations, programming, and advancement departments, and develop staffing structure as the organization scalesOversee all aspects of personnel management and human resources across the organizationComplement the existing team's strengths, recognizing and building on the expertise already presentSystems & Technology
Build and refine strategic nonprofit systems for development, communications, volunteer management, and community engagement—bringing fresh perspective while understanding resource constraintsImplement practical technology solutions that improve efficiencyLead on the use and refinement of existing tools- including Salesforce, Google Drive, and budget management platforms- ensuring effective processes across the organizationBalance visionary thinking with a realistic assessment of what's achievable given organizational size and resourcesAdvocacy & Policy Engagement
Maintain working knowledge of developments in food policy, including SNAP, HIP, and other public benefits that directly impact our work and the communities we serveBuild Fresh Truck's profile as a sought-after resource on food access, community-centered programming, and innovative approaches to food justiceDevelop cross-sector partnerships that advance both service delivery and policy solutionsQUALIFICATIONS & EXPERIENCE
Required :
Minimum of 4 years of professional experience with a minimum of 3 years in a leadership role contributing to organizational strategyDemonstrated commitment to equity, justice, and community-centered approaches—with lived experience and / or professional background working with communities facing systemic barriers to resourcesStrong external relations skills, including fundraising expertise, public speaking, and the ability to compellingly tell stories about impactExperience building sustainable partnerships with nonprofits, businesses, academic institutions, and government agenciesProven ability to build and refine nonprofit systems (development, communications, volunteer management) with a hands-on, practical approach suited to resource-constrained environmentsStaff management experience and demonstrated ability to coach, support, and develop high-performing teamsExperience working in small, scrappy nonprofit environments where leaders wear multiple hats and engage directly in operationsComfort with both strategic thinking and getting into operational details—able to build systems while also being present at market sites and comfortable in a warehouse environmentStrong analytical skills and proficiency in using data to drive programmatic and fundraising decisionsDemonstrated ability to collaborate effectively with colleagues, Board members, external partners, and direct reportsService mindset with commitment to working "shoulder to shoulder" with program operationsStrong knowledge of and connections to Boston communities, nonprofits, or fundersFamiliarity with community organizing and community-led processesExperience with or understanding of how communities navigate access to food, housing, and other basic needsPreferred :
Experience as an Executive Director, CEO, or senior leadership team member (COO, Chief Development Officer, or similar) at a nonprofit organizationUnderstanding of food justice, food access, and the policy landscape around SNAP, public benefits, and resource navigationLocation, Compensation & Benefits
This is a full-time, hybrid position. Candidates should live in the Greater Boston Area. The Executive Director will be expected to regularly work from the Fresh Truck headquarters in Roxbury and to visit our market sites around Boston with regularity. Additionally, the ED will be expected to regularly meet in person with stakeholders and donors in the Boston area.
The salary range for this position is $145,000 - $155,000 annually . Fresh Truck offers a comprehensive benefits package including medical, dental, vision & disability insurance, retirement plan, and flexible paid time off.
How to Apply
Interested candidates are encouraged to promptly submit their applications through our online portal. All applicants will receive a response to their application. Please email rcostello@positivelypartners.org with questions or for support in submitting your application.
Candidates who advance should expect :
Initial interviews with the recruitment team at Positively Partners in November 2025A virtual interview with members of a Search Committee comprised of Fresh Truck stakeholdersA multipart interview and market visit with Fresh Truck staff in December 2025The target start date is the first quarter of 2026. Positively Partners is committed to conducting an equitable, accessible assessment process. If you would like to request an accommodation during the interview process, please email search@positivelypartners.org. Accommodation requests will be handled confidentially.
Fresh Truck practices equity, inclusion, and belonging throughout our programming, hiring practices, and organizational design to create an environment where diverse perspectives, ideas, and identities are valued and integrated into our way of working and making decisions. Fresh Truck staff represent a wide range of racial, socioeconomic, gender, religious, and national identities, and we value the depth this brings to carrying out our mission. Fresh Truck is an equal opportunity employer.
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