The Director, Development - Boston designs and executes a comprehensive regional fundraising strategy to ensure the long-term financial sustainability of Roxbury Prep in Boston. Reporting within the Development team, this role serves as the primary regional lead for major donor cultivation, institutional grant writing, and local board engagement. Through strategic pipeline management and compelling impact storytelling, the Director expands philanthropic support across individual, corporate, and foundation partners. Working in close collaboration with Roxbury Prep School leaders, regional board members, and external stakeholders, the role deepens community relationships and advances educational equity for students.ResponsibilitiesFundraising Strategy & Major Gift ManagementDesign and execute a comprehensive regional fundraising strategy that supports the long-term financial sustainability of Roxbury Prep in Boston.Actively identify, cultivate, solicit, and steward individual and institutional donors to secure five, six, and seven-figure gifts.Lead prospect management alongside regional board members, host volunteer and fundraising events, and maximize direct donor outreach.Re-engage warm and lapsed donors by establishing a regular cadence of in-person school visits and individual meetings.Donor Engagement & StewardshipOversee regional donor stewardship by designing high-impact engagement events and developing tailored communication materials.Share organizational impact through data-driven reporting and authentic storytelling.Partner closely with Roxbury Prep school leaders and regional board members to establish a consistent in-house rhythm for donor site visits and stewardship updates.Develop and disseminate compelling internal and external communications to keep donors and stakeholders informed, engaged, and aligned with organizational goals.Pipeline Development & Grant ManagementResearch, identify, and vet 30 to 50 new potential individual, corporate, and foundation prospects annually to build a sustainable long-term donor pipeline.Structure and implement moves management strategies to advance prospective funders through the cultivation funnel.Write persuasive, high-stakes grant proposals, foundation requests, and donor presentations.Build and maintain a grant tracker to ensure on-time submission of all foundation proposals, renewal requests, and grant reporting deadlines.Operations, Systems & Cross-Functional CollaborationEstablish and maintain internal tracking infrastructure, pipeline management systems, and reporting in Salesforce to monitor progress toward regional fundraising targets.Utilize data visualization tools to analyze donor metrics, track progress against goals, and inform strategic fundraising decisions.Collaborate cross-functionally across regional and organizational teams to align development initiatives with broader institutional priorities.
