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Director of Enrollment Management

Oakwood School is an independent, non-sectarian, college-preparatory school for students in preschool through twelfth grade. Students come to Oakwood for an outstanding, balanced academic program led by expert, passionate teachers who foster confident self-expression and self-discovery. Our diverse community, thriving on an expansive campus, provides a home for an extended family of learners. Here, we share our unwavering commitment to a more intentional education. Oakwood School fosters a learning environment where meaningful peer relationships and strong teacher interactions create a foundation for student growth. We believe that students thrive when they feel supported and encouraged to take risks, embracing a growth mindset as a key pillar of learning. Our educators cultivate a safe and engaging classroom atmosphere that nurtures curiosity, confidence, and a lifelong love of learning. Located in beautiful suburban Morgan Hill, CA, Oakwood offers its faculty convenient access to many amenities, such as shops, restaurants, and a variety of outdoor recreational activities. The world-class resources of Silicon Valley, Stanford University, the University of California-Berkeley, San Francisco, and the entire Bay Area are only a short drive away. Summary Oakwood School seeks a dynamic, strategic, and mission-driven Director of Enrollment Management to lead a unified enrollment strategy that includes recruitment, outreach, evaluation, and admissions efforts for new students entering Preschool through 12th Grade, as well as re-enrollment and retention of current students. The Director serves as a key member of the school’s leadership team and is responsible for advancing Oakwood’s visibility, value proposition, and student enrollment across all divisions. The Director leads a team that includes the Assistant Director of Admissions and Advancement Coordinator, while also working in close collaboration with numerous other campus departments. The ideal candidate will be both a strategist and a storyteller, combining data-driven decision-making with a deep understanding of student recruitment and family decision-making. Essential Duties and Responsibilities (include but are not limited to) Develop and implement an enrollment strategy that effectively models the school’s mission, values, and culture to attract, engage, enroll, and retain mission-fit families and students. Create, design, and execute compelling events to promote the school and attract prospective families, including open houses, tours, parent events, information sessions, shadow visits, and community engagement activities Efficiently and accurately manage the admissions and review process for three distinct divisions: Lower School, Middle School, and High School (includes International). Coordinate and guide the reading of applicant files and committee decision process. Maintain strong, collaborative working relationships with Division Heads to continually align on admissions processes, student assessment, application review, events, and how to represent division programs for prospective families. Lead a cross-functional enrollment team focused on new student recruitment, community outreach, evaluation, and admissions, working closely with the marketing and communications department. Work effectively and extensively with the marketing and communications department to manage a comprehensive marketing calendar aligned with the school’s enrollment cycle, create compelling enrollment marketing materials (print, online, video, and social media), and oversee enrollment-specific website content. Oversee the full admissions process from inquiry to enrollment, ensuring a warm, responsive, mission-centered experience for families. Establish, maintain, and grow strong relationships with local feeder schools and programs, community organizations, real estate professionals, and educational consultants to attract more students and families. Collaborate with internal departments (e.g., Advancement, Performing Arts, Athletics) to ensure alignment of events with visibility and outreach goals. Coordinate all aspects of the Scholarship Review process, including committee training, scheduling/conducting interviews, award notifications, and renewals. Collaborate with the International Student Support Coordinator on the recruitment, selection, and summer on-boarding of new international students. Recruit, train, and recognize a robust team of student and parent volunteers to support recruitment and retention efforts, including tour guides, Admissions Ambassadors, Welcome Committee, student speakers, and Open House volunteers. Develop data-informed strategies to improve yield, retention, and family fit. Manage the admissions software platform to optimize prospect management, event registrations, and applicant communication and review. Deliver seamless conversion to Veracross for school and families at time of enrollment. Provide accurate information on tuition and affordability, supporting families with timely reminders and guidance during the financial aid application process. Analyze and report regularly on funnel metrics, retention patterns, demographic trends, and marketing ROI. Forecast and track enrollment goals in collaboration with Business Office and School Heads. Utilize admissions and enrollment statistics and data to track progress to goals, identify trends, and inform planning and decision-making. Understand and proactively respond to local and national trends that affect independent school enrollment. Other Duties and Responsibilities (include but are not limited to) Attend and lead admissions events, including Open Houses, School Visits, Information Sessions, HAWKS Days, and New Family Welcome Events Attend various staff meetings, Back-to-School Nights, and other events as scheduled Embody Oakwood School’s mission and values Support and follow school policies and procedures Qualifications Demonstrated alignment to Oakwood’s mission, values, and philosophy. A bachelor's degree and at least five years of admission/enrollment management experience, or an equivalent combination of education and experience sufficient to perform the essential functions of the job. Master’s or other advanced degree preferred. Previous success in growing student enrollment, preferably in an independent school setting. Excellent interpersonal and communication skills, both written and verbal. Demonstrated analytical, strategic, and problem-solving ability with a keen attention to detail. Ability to work independently and as part of a team. Proven leadership, collaboration, and project-management skills. Experience managing a team and developing cross-functional strategies. Personal qualities of integrity, kindness, approachability, and a strong work ethic. Physical Requirements & Environmental Conditions Ability to stand, walk, stoop, kneel, crouch, and manipulate (lift, carry, move) light to medium weights of 10-30 pounds Ability to perform repetitive wrist/hand/finger movement to work on computer and/or related office equipment Ability to work at a desk/computer for extended periods of time Frequently required to sit, reach with hands and arms, talk and hear Ordinary ambulatory skills sufficient to visit other locations on campus Normal office environment and moderate noise levels Occasional to frequent interruptions Compensation This position has an expected salary range of $115,000 - $145,000. Benefits Benefits include medical, dental, and vision insurance, 403b retirement plan with employer match, paid sick leave, professional development opportunities, and on-site cardio and weight room. Dependent children of employees receive tuition remission (one child no-cost tuition/full-time employee), financial aid and scholarship opportunities, and on-site before and after school care. Please visit Oakwood’s Employment webpage to learn more and access a full listing of benefits.

Morgan Hill, CA, USA

$115,000-145,000/year