Administrative Assistant

Advancement Administrative Assistant (Boston, MA)

The Winsor School, founded in 1886, is an independent girls’ school for academically promising and motivated students in grades five through twelve. The school is located in the heart of Boston’s Longwood Medical and Academic Research area and is committed to providing a superior education for girls, inspirational and dedicated faculty, and a diverse and inclusive community. Winsor encourages respect, inclusion, and socio‑economic diversity among all constituencies of the school.

Winsor’s Advancement team seeks to build an inclusive and connected community across generations, providing opportunities for alumnae, parents, former parents, and friends to connect with the school and broaden their understanding of Winsor’s mission and needs. The advancement assistant will support the Chief Advancement Officer and contribute to the team as the school engages the community in the Winsor Leads Campaign—the most ambitious campaign in Winsor’s history—and beyond.

Chief Advancement Officer

• Manage the CAO’s calendar, ensuring her schedule reflects her priorities; manage meeting invitations and confirmations, space reservations, catering coordination for donor and prospect visits, and coordinate materials for donor meetings.
• Coordinate travel for the CAO and, when necessary, the Head of School and President of the Board of Trustees for special campaign travel.
• Manage credit card receipt filing and submission to the business office each month.
• Assist with filing donor contact reports and other information into the database.
• Serve as a professional and welcoming point of contact for donors, board members, and alumnae, managing phone inquiries and office visits with discretion and tact.

• Coordinate Advancement Team meeting agendas, team retreats, and other team meetings as needed; take and share detailed notes.
• Oversee inventory and ordering for office supplies, specialized merchandise (volunteer and donor gifts), and stationery needs.
• Assist with gift acknowledgments, particularly during high‑volume times.
• Manage invoice submissions with corresponding budget codes and review the team budget monthly with budget managers to ensure appropriate cost classification.
• Manage the Advancement Google calendar, including events, team vacation, and board and committee meetings; liaise with other departments regarding events.
• Track and report team attendance daily (to reception) and weekly (HR).
• Act as a liaison between the Advancement team and the Business Office/Head of School’s office to streamline scheduling and financial processing.

• Provide event support for advancement events of varying scale, from Alumnae Weekend to small donor cultivation events, including RSVP management, name‑tag preparation, coordination of day‑of logistics, preparing data lists for event communications, and other tasks as assigned.

• Bachelor’s degree.
• 2–3+ years of experience in an office setting; experience in an educational or non‑profit environment preferred.
• Proficient knowledge of Word, Excel, and a CRM database such as Blackbaud or equivalent.
• Proficiency with Google Workspace (Docs, Sheets, Slides) and familiarity with digital communication tools.
• Exceptional interpersonal skills with the ability to interact professionally with a diverse range of stakeholders, including donors and trustees.
• Excellent organizational skills, time management, and attention to detail.
• Proactive, self‑directed, and reliable, demonstrating initiative and follow‑through.
• Ability to manage multiple projects successfully in a fast‑paced environment.
• Ability to work independently and as a member of a team.
• High degree of integrity and the ability to handle confidential donor and financial information with absolute discretion.
• A demonstrated commitment to community and inclusion work.
• This is an in‑person position that requires attendance at key events outside of standard business hours. While the role is based on‑site to support the community and event execution, there is potential for occasional flexibility in the future.

This is a full‑time, benefits‑eligible position with an anticipated salary range of $65,900 to $84,800, commensurate with experience and qualifications. The role offers the opportunity to work in a mission‑driven school environment and make a meaningful impact.

Please contact Myrna Guerrero‑McCabe at mguerrero‑mccabe.