Associate Director of Advancement Operations

Associate Director of Advancement Operations (Boston, MA)

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 longstanding 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 inclusive curriculum, success addressing a range of learning styles, availability of a wide array of diversity efforts and programs, and participation in the greater Boston community.

We seek an Associate Director of Advancement Operations to serve as a key operational and strategic partner within the Advancement Office. This role ensures accurate and timely gift processing, strong data integrity, and reliable reporting to support fundraising strategy, stewardship, and leadership decision‑making. Reporting to the Director of Annual Giving
, the Associate Director is responsible for day‑to‑day advancement operations, database management, and reporting, and works collaboratively across Advancement and Finance to ensure data accuracy and alignment.

• Ensure a positive donor experience through accurate, timely gift processing and acknowledgements.
• Record all donations, pledges, and pledge payments in the donor database.
• Maintain and follow established gift entry and acknowledgement procedures, and audit for accuracy and consistency as needed.
• Ensure a seamless integration and transfer of transactions from giving platforms such as Blackbaud Merchant Services, WILD, Give Campus, and Almabase, working within established protocols and in collaboration with relevant colleagues.
• Serve as a service‑oriented point of contact for donation inquiries, tracking, and acknowledgement‑related questions.

• Manage all aspects of advancement‑related data entry, including gift entry methods, imports, and routine updates to constituent records to ensure quality control and data integrity.
• Work within Blackbaud Raiser’s Edge NXT to enter, update, and maintain records.
• Maximize the functionality of the database and stay current with platform enhancements and evolving best practices.
• Serve as a point of contact for Advancement team members regarding database use, functionality, troubleshooting, and reporting needs.
• Support the implementation and ongoing management of Almabase, including supporting heavier data oversight during the first year of implementation.

• Train and support Advancement team members on established data entry standards, workflows, and best practices to ensure consistency and accuracy across the office.
• Provide onboarding support and refresher training as staffing changes occur and as systems evolve.

• Run and maintain fundraising reports, queries, and dashboards to support Advancement operations, committee reporting, and leadership updates.
• Analyze existing reporting tools and develop new reports/dashboards as needed as fundraising priorities, campaign needs, or leadership expectations evolve.
• Work closely with the Finance Office to ensure donation and accounting accuracy and to support reconciliation between fundraising records and accounting records.
• Provide regular fundraising updates for meetings and planning purposes (e.g., year‑to‑date, month‑to‑date, event totals, campaign and appeal totals).

• Leverage internal fundraising data to identify trends and support portfolio management, stewardship tracking, and strategic decision‑making.
• Partner with Advancement colleagues to help translate reporting into actionable insights.

• Create and execute queries and mailing lists to support fundraising appeals, stewardship…