Assistant or Associate Director of Admissions

The Winchendon School seeks an energetic, relationship-driven, and entrepreneurial admissions professional to join its Enrollment Management team as an Assistant or Associate Director of Admissions . Reporting to the Director of Enrollment Management, this position is focused on student recruitment, relationship-building, and delivering an exceptional admissions experience for prospective students and families.

The Assistant or Associate Director serves as one of the School's primary ambassadors, helping prospective students and families discover whether Winchendon is the right fit for their educational journey. The successful candidate will build meaningful relationships with students, parents, educational consultants, placement professionals, alumni, and school partners while representing the School through campus visits, admissions events, regional travel, and strategic outreach.

This position is centered on recruitment and enrollment. While the successful candidate should be comfortable utilizing Blackbaud Enrollment Management (or similar CRM platforms) to document interactions, manage applicant progress, review files, and support admissions workflows, that work will be supported by the Admissions Office Manager. This structure allows the Assistant or Associate Director to focus on relationship‑building, recruitment, campus hospitality, enrollment strategy, and helping shape the future of the Winchendon community.

The ideal candidate will bring three to six years of admissions, enrollment, or related experience, exceptional interpersonal skills, and a passion for working with adolescents and families. International recruitment experience is welcomed but not required. Candidates should demonstrate an enthusiasm for growing into broader domestic and international recruitment responsibilities as part of their professional development.

• Serve as a primary ambassador for The Winchendon School throughout the admissions process.
• Develop authentic relationships with prospective students, families, educational consultants, placement counselors, feeder schools, and community partners.
• Manage an assigned admissions territory with measurable recruitment and enrollment goals.
• Conduct admissions interviews with prospective students and families.
• Lead personalized campus tours that showcase the Winchendon experience.
• Maintain thoughtful, timely, and professional communication with prospective families from inquiry through enrollment.
• Read and evaluate applicant files, presenting recommendations as part of the Admissions Committee.
• Participate in admissions decision-making and enrollment strategy discussions.
• Assist with enrollment, yield, and onboarding initiatives for newly enrolled students and families.

• Recruit, train, organize, and mentor Winchendon's Green Key student ambassador program.
• Coordinate Green Key students for campus tours, admissions events, Open Houses, Accepted Student Days, and special visits.
• Develop student ambassadors as authentic representatives of the School and leaders within the Winchendon community.
• Foster a culture of hospitality and professionalism among student ambassadors.

• Travel to represent The Winchendon School at admissions fairs, school visits, educational consultant meetings, athletic showcases, community events, and recruitment programs.
• Participate in international recruitment efforts as opportunities develop.
• Collaborate with the Director of Enrollment Management to identify emerging markets and develop strategic recruitment initiatives.
• Cultivate relationships with educational consultants, placement professionals, junior boarding schools, independent schools, community organizations, and strategic partners.
• Seek creative opportunities to expand Winchendon's visibility and strengthen recruitment pipelines.

• Help plan and execute admissions programming including Open Houses, Accepted Student Days, Revisit Programs, virtual information sessions, regional receptions, and special recruitment events.
• Partner closely with Marketing & Communications to…