Associate Director Dexter Southfield Fund

Associate Director of the Dexter Southfield Fund

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Dexter Southfield is an independent school where boys and girls in Pre-K through Class 12 develop their individual talents and build an ethical foundation for life. Students learn to lead and serve with character, confidence, and compassion. Our 36-acre campus is located on the Brookline-Boston line, just minutes from the city’s best museums, libraries, hospitals, performing arts venues, colleges, and universities—all of which serve as an extension of our classrooms.

At Dexter Southfield, we approach everything we do with enthusiasm and commitment, living by our School’s motto: “Our Best Today, Better Tomorrow.”

The Associate Director of the Dexter Southfield Fund is a collaborative and dynamic team player who is responsible for developing, planning, and implementing annual fundraising initiatives to further the mission of Dexter Southfield. Reporting to the Director of Development, the Associate Director of the Dexter Southfield Fund will guide all operational aspects of the Fund, including appeals, social media, volunteer management, and Community Giving Day.

Strong analytical skills, outstanding communication skills, a high level of organization and professionalism are a must.

• Responsible for the planning, implementation, and management of all daily operations of the annual giving program.
• Develop annual themes and stories that guide messaging and inspire annual giving. Collaborate with members of the School community to identify compelling content and work closely with the Director of Development to write messaging for all annual giving appeals and communications.
• Increase donor acquisition, retention, and upgrades based on annual fund best practices paired with data analysis and knowledge of emerging technologies. Manage the operational aspects of the annual giving program, such as strategically segmenting donors/prospects for targeted gift asks and appropriate tailored stewardship.
• Develop plans and lead implementation for Dexter Southfield’s annual Community Giving Day and Giving Tuesday efforts.
• Re‑imagine, build, and manage the volunteer structures within the parent and alumni communities to capitalize on peer‑to‑peer engagement and maximize philanthropic support, including management of the Fundraising Committee of the Alumni Board and the Parent Giving Committee.
• In collaboration with the Leadership Giving team, promote, grow, and steward giving societies celebrating loyalty and leadership giving.
• Monitor annual giving results, adjust strategies, produce progress reports to maximize efforts, and create a foundation for future philanthropic results.
• Other duties as assigned.

• Bachelor’s degree, and 3+ years of experience with annual giving and/or alumni engagement, preference for experience in the education field, or transferable experience that is applicable to this position.
• Knowledge of database management and other technical competencies is important. Raiser’s Edge experience is a plus.
• Excellent interpersonal skills and strong customer service orientation.
• Excellent verbal and written communication skills.
• Ability to lead projects to completion; and the ability to plan, set and achieve meaningful objectives.
• Ability to develop effective relationships with volunteers, administration, faculty, staff, and other members of the School community.

• Proven track record of successfully managing annual giving appeals and securing leadership gifts.
• Strong organizational skills and ability to manage and prioritize multiple complex projects concurrently from conception through completion.
• Exceptional attention to detail.
• An active listener with excellent interpersonal skills and ability to speak and write persuasively.
• High level of integrity and commitment to ethical fundraising and engagement practices.
• Discretion with highly confidential information.
• Enthusiastic and creative team player who demonstrates strong problem‑solving skills.
• Adept at working with data and…