Director of Annual Giving

Company: Winsor
Location: Boston
Posted on: May 24, 2025

Job Description:

Founded in 1886, The Winsor School is an independent girls' school for academically promising and motivated students in grades five through twelve. Located in the heart of Boston's Longwood Medical and Academic Research area, our students benefit from the school's long-standing commitment to providing a superior education for girls, inspirational and dedicated faculty, and a diverse and talented community. Winsor strives to consciously create an environment of respect and inclusion and to support ethnic, racial, religious, and socio-economic diversity among all the constituencies of the School. Winsor supports this commitment through its more inclusive curriculum, success addressing a range of learning styles, the availability of a wide array of diversity efforts and programs, and by participating in the greater Boston community.Director of Annual GivingPosition Summary:The Winsor School, founded in 1886, is one of the nation's leading independent schools for girls and young women with an enrollment of 470 students in Grades 5-12. Winsor seeks a Director of Annual and Leadership Giving to join a dynamic advancement team at an exciting time in the school's history. The Director is responsible for the development of a comprehensive Annual Giving program, which reaches $3.5M+ each year and is poised for growth, in support of our mission. The Director will work closely with high-level volunteer committees and school leadership to ensure that goals are met. The Director will have a portfolio of leadership and annual donors and report to the Chief Advancement Officer.Reports to: Chief Advancement OfficerResponsibilities Include:Direct Marketing and Annual Fund

• Plan and execute strategies to set and achieve ambitious Annual Giving goals.
• Manage and advise the Assistant Director of Annual Giving's leadership role in direct marketing and annual giving strategies.
• Collaborate with colleagues to integrate Annual Giving, reunion giving, and major gift solicitation strategies.
• Serve as a resource for fundraising staff and volunteers.
• Drive the development of a communications plan for effectively marketing, messaging, segmenting, and executing appeals in collaboration with the Communications department.
• Oversee the Assistant Director of Annual Giving's work with Communications, and manage annual appeals and communications calendar.
• Prepare reports and presentations for the Board of Trustees and other key stakeholders.Volunteer Management
• Lead the Annual Giving Committee and other high-level volunteers.
• Prepare for Annual Giving Committee meetings, organize agendas, create materials, and coordinate follow-up.
• Oversee volunteer recruitment and management for alumnae and parent volunteer programs.
• Provide high-level volunteer support to the President of the Winsor Board of Trustees and other key volunteers.
• Provide critical support and staffing for the Head of School and Annual Giving volunteers.Portfolio Management and Fundraising
• Grow and manage a portfolio of leadership and annual giving prospects at the $2,500 to $100,000 Winsor Associates levels.
• Cultivate, solicit, and steward donors with a focus on relationship building.
• Ensure key prospects are actively managed with regular outreach.
• Prepare and present briefings and follow-up materials on prospects/donors.
• Represent the School at alumnae, parent, and other constituent events.
• Acknowledge personally all gifts from assigned prospects.
• Visit specified regions across the country to cultivate prospective donors.Events and General
• Oversee logistics for Annual Giving events such as committee meetings and celebrations.Qualifications:
• A bachelor's degree.
• 5+ years of development/fundraising experience; experience with Annual Giving preferred.
• Demonstrated success managing professional staff and volunteers.
• Strong public speaking, presentation, and communication skills.
• Knowledge of Word, Excel, PowerPoint, and Raiser's Edge or equivalent CRM database.
• Excellent organizational and time management skills.
• A passion for Winsor's mission and for the development profession.Please visit the Winsor Careers page to apply for and submit your resume and cover letter: .The Winsor School is an equal opportunity employer and will not discriminate against any application for employment on the basis of race, color, religion, gender, age, national origin, marital status, sexual orientation, genetic testing, veteran status, physical or mental disability, or on any other basis prohibited by law.Department: AdministrationThis is a full-time position.
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Keywords: Winsor, Lynn , Director of Annual Giving, Executive , Boston, Massachusetts