The Roxbury Latin School is seeking a Director of Development to provide leadership for all of the school’s philanthropic and constituent engagement efforts, beginning July 2026.

Reporting to the Head of School, the Director of Development is responsible for building strong partnerships with alumni, parents, trustees, faculty and staff, and friends of the school to create a culture of giving and engagement. The Director of Development leads an office of six and oversees all fundraising initiatives, alumni and parent relations, stewardship, and development events and operations. The Director will be a highly visible representative of the school, building upon Roxbury Latin’s many strengths to galvanize others in support of its mission, ensuring its immediate success and securing its position for future generations. 

Of note, the school is beginning a strategic planning process and the Director of Development has the opportunity to play an important role in that process and in the future direction of the school. The Director will be well-positioned to build upon the school’s recent fundraising success and to shape the school’s strategic direction in the future.

An independent day school for 300 boys in grades 7-12 located in the West Roxbury neighborhood of Boston, Roxbury Latin was founded in 1645 and attracts a student body noted for its academic ability and its diversity. The school has a loyal alumni base, who view their years at the school as transformative and are eager to give back to the community that helped shape their values and encouraged them to lead lives of purpose. Similarly, the RL experience ensures a deep affinity for the school from current and past parents, whose enduring commitment further enriches the community.

Key Responsibilities:

Strategic Leadership

• Work with the Head of School, senior leadership team, Board members and select other constituents to envision and execute the school’s upcoming strategic planning process.
• Develop and execute a comprehensive development strategy aligned with the school’s mission and strategic initiatives.
• Serve as a key collaborator with the Head of School on fundraising strategy, donor relations, and constituent engagement.
• Partner closely with the Board of Trustees and the Board’s Development Committee to establish fundraising goals and encourage leadership-level philanthropy.
• Collaborate with the Director of External Relations and Head of School on communications and the school’s strategic direction.

Fundraising and Donor Relations

• Oversee all fundraising programs, including the Annual Fund, major gifts, planned giving, and campaigns or special initiatives.
• Manage a portfolio of existing and prospective major donors.
• Provide counsel to the Head of School on solicitation strategies, including briefing and staffing the Head for meetings with existing and prospective major donors.  
• Develop strategies to ensure the cultivation, solicitation, and stewardship of donors so that Roxbury Latin remains among their philanthropic priorities.  
• Provide regular updates to the Head of School, the Board of Trustees, and other key stakeholders on fundraising progress.
• In collaboration with the Head of School and Director of Finance, develop annual fundraising goals in order to preserve the school’s unique financial model.
• Help to create and manage fundraising materials, including grant proposals, donor communications, campaign collateral, etc.

Parent, Alumni, and Community Engagement

• Implement and oversee all parent and alumni programs with the purpose of strengthening connection to Roxbury Latin and fostering a lifelong relationship with the school.  
• Create different engagement opportunities for each constituency, informed by life circumstances, interests, and experiences.  
• Support volunteer leadership, including alumni and parent fundraising agents, the Alumni Council, Reunion chairs, etc.
• Work closely with the Director of External Relations and her office to help develop content and ideas for external communications, including the Newsletter magazine, online news, and social media. 

Operations 

• Lead and support the Development Office staff, fostering collaboration, accountability, and professional growth.
• Establish strong annual planning practices, including setting clearly defined and measurable goals as well as metrics to assess performance. 
• Use data analytics and software tools to measure efficacy of current fundraising and engagement efforts and to plan for the future.  
• Oversee development systems and operations, including database management, prospect research, gift processing, and reporting.
• Maintain best practices in gift processing, acknowledgement, stewardship, and data integrity and management.  
• Stay informed about fundraising best practices as well as relevant tax regulations and law changes. 

Qualifications:
Successful candidates will exhibit strong strategic-thinking skills, with the ability to translate vision into actionable plans; leadership acumen, as well as an eagerness to be a hands-on team player; excellent writing and communication skills; demonstrated success in annual and major-gift fundraising; strong interpersonal, management, and organizational skills; flexibility to work evenings and weekends, including travel; proficiency with the Microsoft Office suite, Raiser’s Edge NXT, or similar advancement software; and a commitment to the mission and values of Roxbury Latin. A bachelor’s degree is required, and seven years or more of advancement experience or the equivalent, particularly in independent schools or higher education, is preferred. 

Compensation & Benefits:
Roxbury Latin offers top salaries and benefits to its faculty and staff. An equal opportunity employer, the school is fully committed to attracting, retaining, and developing the most qualified employees without regard to their race, gender, color, age, nation of origin, sexual orientation, disability, or any other characteristic protected by law. The salary range for this position is $175,000-$250,000, depending on experience. 

To Apply:
Qualified applicants should submit a letter of interest and resume to Sam Schaffer, Head of School, at hiring@roxburylatin.org with the heading “Director of Development Position.” Early applications will be given priority consideration.

The Roxbury Latin School seeks to appoint an Assistant/Associate Director of College Counseling beginning in the fall semester of 2026. Among other duties, this position entails guiding a group of Roxbury Latin boys through the college selection and application process each year, including working closely with boys to build college lists; writing personalized recommendations; providing feedback to students on their college essays; advising families on college choices and financial aid; representing Roxbury Latin to colleges; and remaining abreast of current trends in the college application and enrollment management process. Successful candidates will demonstrate excellent writing and communication skills; understand athletic recruitment, need-based financial aid, and merit-award packages; have facility with college advising software; be interested in thinking creatively about the ever-evolving college admissions landscape; be eager to work in a collaborative environment; be able to enthusiastically and eloquently advocate for our students; and demonstrate a passion for working with high school students and a capacity to engage students and families with honesty and empathy. For interested candidates, additional duties could include coaching, academic advising, supervising other extracurricular activities, or teaching an academic course. A bachelor’s degree is required, along with significant experience in selective college admissions or college counseling offices. Ideally, the position will begin in August 2026; however, because the candidate hired will not have a caseload of students in the Class of 2027, a start date later in the fall of 2026 is also possible.

An independent day school for 300 boys in grades 7-12, Roxbury Latin was founded in 1645 and is located in the West Roxbury neighborhood of Boston. The school attracts a student body noted for its academic ability and its diversity, and it offers top salaries and benefits to its faculty. An equal opportunity employer, the school is fully committed to attracting, retaining, and developing the most qualified employees without regard to their race, gender, color, age, nation of origin, sexual orientation, disability, or any other characteristic protected by law. The salary range for this position is $80,000—$120,000, depending on experience. Qualified applicants should send a letter of interest and a résumé via email to hiring@roxburylatin.org with the heading “College Counseling Position.”