Director of Annual Giving

By: Wayland Academy

Job Summary:

Director of Annual Fund

Job Description

The Director of Annual Fund is responsible for overseeing the execution of the Academy Fund (annual fund) strategic plan as well as managing a small portfolio of major gift prospects at Wayland Academy. Major responsibilities include but are not limited to: volunteer management, direct mail, class campaigns, and developing annual giving prospects into major giving prospects.


  • Focus on renewing and upgrading current donors, as well as increasing the overall participation rate of all constituencies through the acquisition of new donors to the Annual Fund using direct mail and online platforms.
  • Manage phonathon, “Waylandtines Day” (day of giving), and Parent Council
  • Recruitment and management of volunteer leadership for Parent Council.
  • Solicit all current parents (including Parent Council).
  • Work with Director of Advancement and Leadership Gift Officer on the production and execution of all annual fund communications and content.
  • Manage the Annual Fund prospect pipeline.  Conduct analysis to support data-driven decisions about annual goals and targets.
  • Collaborate with alumni relations team on reunion and other initiatives to increase alumni engagement and leverage alumni relations activities to increase annual giving.
  • Collaborate with the Leadership Gift Officer and the Director of Advancement to integrate Academy Fund giving and major gift solicitation strategies; serve as a resource for fundraising staff/volunteers.
  • Cultivate new and lapsed donors through personal visits.
  • Develop relationships with small portfolio of 20-30 major gift prospects.
  • Manage the current “Thank You” process for the development team.
  • Other appropriate duties as requested.  



  • Strong organizational skills and the ability to manage multiple assignments/deadlines.
  • Demonstrated track record as a self-starter, a creative-thinker, and an action-oriented fundraiser with a sense of urgency and passion for implementing strategies and tactics.
  • Excellent writing, interpersonal, analytical and organizational skills.



  • Bachelor’s Degree required with fundraising experience preferred.
  • Working knowledge of Microsoft Office products. 
  • Ability to work a flexible schedule, including evenings and weekends.