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Assistant or Associate Director of Admissions The Winchendon School Winchendon, Massachusetts Position Summary 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. Essential Responsibilities Recruitment and Enrollment 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. Student Ambassador Program 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. Recruitment and Travel 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. Admissions Events and Marketing 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 identify and share compelling stories that reflect the Winchendon experience. Collaborate with faculty, coaches, student leaders, and administrators to ensure an exceptional campus visit experience for prospective families. Represent the School enthusiastically and professionally in a variety of public settings. Systems Utilize Blackbaud Enrollment Management to maintain accurate applicant records, document communications, manage candidate progress, and support file review. Maintain organized records of recruitment activities, travel, relationships, and applicant engagement. Analyze enrollment trends and recruitment data in partnership with the Assistant Head of School for Enrollment and Advancement and the Director of Enrollment Management to inform future strategy. Collaborate closely with the Admissions Office Manager to ensure a seamless admissions experience from inquiry through enrollment. Community Engagement As a boarding school, The Winchendon School values educators and staff who are active participants in the life of the community. The Assistant or Associate Director of Admissions is encouraged to build meaningful relationships with students beyond the admissions process and contribute to the vibrant student experience. Depending on the successful candidate's interests, experience, and the needs of the School, additional responsibilities may include: Leading or assisting with afternoon co-curricular activities, athletics, clubs, or experiential learning opportunities. Participating in residential life through dormitory duty or other boarding responsibilities. Serving as an advisor or mentor to students. Assisting with evening and weekend programming, admissions events, and major school activities. Contributing positively to the culture, traditions, and daily life of The Winchendon School. The most successful candidates will embrace the opportunity to become visible, engaged members of the School community and recognize that meaningful relationships with students extend well beyond the admissions process. The Winchendon School is an Equal Opportunity Employer. Qualifications Bachelor's degree required. Three to six years of progressively responsible experience in admissions, enrollment management, college admissions, independent schools, higher education, or a related field preferred. Demonstrated success building relationships with prospective students, families, and educational partners. Outstanding written, verbal, and interpersonal communication skills. Strong organizational skills with exceptional attention to detail and the ability to manage multiple priorities. A commitment to providing an outstanding experience for prospective students and families. Experience utilizing Blackbaud Enrollment Management or comparable admissions CRM systems preferred. Proficiency with Google Workspace and Microsoft Office. Willingness to travel extensively throughout the admissions cycle, including evenings and weekends. International admissions or recruitment experience is desired but not required. An interest in developing expertise in international recruitment is strongly encouraged. Preferred Characteristics The ideal candidate will demonstrate: A passion for helping students discover schools where they will thrive. Exceptional relationship-building and customer service skills. Curiosity, initiative, and an entrepreneurial mindset. Confidence speaking to individuals and groups of varying sizes and backgrounds. Strong judgment and the ability to assess students thoughtfully and holistically. An appreciation for the mission and values of independent and boarding schools. Cultural competence and the ability to work effectively with students and families from diverse backgrounds. A collaborative spirit and willingness to contribute beyond the admissions office. Enthusiasm for professional growth and a desire to develop into a leader in independent school enrollment management. Physical Requirements Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions of this position. The position requires the ability to: Sit, stand, and walk for extended periods throughout the workday. Travel by automobile and commercial airline. Lift and transport admissions materials weighing up to 25 pounds. Communicate effectively in person, virtually, and by telephone. Use computers and other office technology for extended periods. Move throughout campus and external venues during admissions events and school activities.