engaging with our partners
to Conduct Comprehensive Leadership Searches
Connelly School of the Holy Child | Head of School Search
The next Head of School at Connelly School of the Holy Child will have the privilege of joining this Catholic, all-girls, college preparatory school in continuing Cornelia Connelly’s transformative vision, creating a faith-based, educational community where each young woman is trusted, cared for, and empowered to discover and develop her unique gifts in service to others.
This is a calling for a leader who sees education as more than academics, who understands that true learning happens in an environment of trust, joy, and reverence for each individual. It is an opportunity for someone who believes, as Cornelia Connelly did, that education should be “one continuous act of love.”
If you are an authentic, visionary leader with the skills to navigate institutional priorities while maintaining focus on the joy and purpose that make Holy Child distinctive—if you are someone who can inspire young women to advocate for themselves and become women of faith, conscience and action—we invite you to explore this extraordinary opportunity.
Applications are now closed.
Telluride Mountain School | Head of School Search
Telluride Mountain School stands at an important and promising juncture. This school has an exceptional legacy, a passionate community, and tremendous potential. The entire TMS community is deeply invested in the school’s future and ready to support a leader who can articulate the school’s value, galvanize stakeholders around a shared vision, and guide the institution toward sustainable growth while honoring its progressive roots.
The next Head of School will find a community eager for partnership, optimistic about the future, and committed to preserving what makes TMS special. At the same time, the next Head of will guide the school’s continued evolution by championing needed changes and engaging the community throughout the process. This is not a school requiring turnaround; it is a school seeking decisive, transparent leadership to navigate enrollment challenges, strengthen its market presence, and build on its considerable strengths.
The Head of School at TMS serves as the school’s chief storyteller, ambassador, and educational leader, working in partnership with the Board of Trustees to carry out the school’s mission and articulate its vision to all constituencies. The Head oversees the shaping of the school’s academic program and the quality of life in the school community, establishes an effective and collaborative leadership approach, and ensures that every element of school life reflects the principles of equity, justice, and human dignity.
Applications are now closed.
University Liggett School | Head of School Search
Stepping into the role of Head of School at University Liggett School means leading a nationally respected institution with nearly 150 years of educational excellence and a community deeply committed to its future. This is not a mandate for sweeping change; it is an invitation to guide one of the Midwest’s most respected independent schools and help shape its next era of strength and innovation.
Formed through the merger of four predecessor institutions, University Liggett School stands as a distinguished testament to enduring excellence and has become a nationally recognized PreK-12 college preparatory school nestled in the heart of Grosse Pointe Woods, Michigan. Here, tradition and innovation intersect, preparing students to thrive in an ever-changing world.
University Liggett School seeks a leader who embodies both the heart of an educator and the strategic acumen of an executive: someone who finds profound joy in the daily life of students and teachers while bringing the vision and financial discipline to elevate an already exceptional institution to new heights of excellence and impact.
Applications are now closed.
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Rowland Hall | Director of Enrollment Management
The Director of Enrollment Management is a key member of the school’s leadership team, responsible for setting the vision and guiding the implementation of a comprehensive enrollment program. As the school enters a period of planned growth, the Director will help shape and scale enrollment efforts that support expansion while maintaining academic quality and a strong sense of community. The Director oversees admissions, retention, and financial aid and manages a team dedicated to building an engaged, mission-aligned student body. This role is central in advancing the school’s learning culture through a strong commitment to its mission and core values, and partners closely with academic and operational leadership to align enrollment strategy with financial goals.
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Austin International School | Director of Institutional Advancement
Austin International School seeks a strategic and relationship-focused Director of Institutional Advancement to advance the mission of our school within the Austin community and lead comprehensive fundraising efforts. This solo advancement professional will work collaboratively with the executive leadership team to build philanthropic support, strengthen community partnerships, and enhance the school’s visibility and impact. This is an exceptional opportunity for a development professional who thrives in an entrepreneurial environment and is passionate about independent education.
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Cushing Academy | Director of Student Affairs
The Director of Student Affairs is involved in all aspects of shaping the student experience and community culture at Cushing Academy. The position provides leadership to the Office of Student Affairs and works with the full array of Cushing constituents. The Director leads in direction and programming for: Residential Life, Attendance, Discipline, Student Activities, Well-being, and Student Government. The Director serves as a strategic partner to the CFOO in the oversight and programming of Safety and Security, Health and Wellness, and Food Services.
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The Webb Schools | Director of Athletics and Afternoon Activities
The Director of Athletics and Afternoon Activities leads and administers the interscholastic and noncompetitive athletic programs of The Webb Schools. The Director of Athletics and Afternoon Activities is responsible for the daily operation of the athletic and afternoon activity program, while also assuming leadership for advancing athletics and our program in keeping with the schools’ mission.
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The Frederick Gunn School | Brand Strategist & Senior Director of Marketing and Communications
The Brand Strategist & Senior Director of Marketing and Communications leads the development and implementation of a unified brand and communications strategy that elevates the school’s visibility, enhances its reputation, and advances institutional priorities across admissions, advancement, and community engagement.
This position ensures that the school’s story, mission, and values are authentically represented across all platforms and materials. The Senior Director will collaborate closely with creative agencies, internal partners, and key departments to manage marketing campaigns, design strategy, and the rollout of new brand assets. The Senior Director will report to the Head of School.
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The Frederick Gunn School | Chief People Officer
The Frederick Gunn School, a co-educational boarding and day school serving students in grades 9-12 and post-graduate, seeks a Chief People Officer (CPO) to join its Senior Leadership Team. The CPO will lead all aspects of the school’s people strategy and human resources function, ensuring that faculty and staff thrive in a culture rooted in trust, growth, and inclusion.
As a strategic partner to the Head of School and senior leaders, the CPO will oversee recruitment, employee relations, compensation and benefits, compliance, and organizational development. This leader will also drive initiatives in leadership development, faculty and staff growth, and the design of equitable systems that align with the school’s mission and values.
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Saint Thomas' Episcopal School | Head of Lower School
Saint Thomas’ Episcopal School employs individuals who are committed to upholding our mission of forming honorable men and women through a classical education grounded in a Christ-centered worldview. All faculty are expected to understand and promote the mission, standards, and policies of the School.
We are seeking a passionate and dependable Head of Lower School to join our team. Responsibilities will include, but are not limited to, overseeing the educational programs and day-to-day operations of the Lower School at Saint Thomas’ Episcopal. This position will require an individual who is able to handle a wide range of responsibilities, including administrative tasks.
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Powhatan School | Head of Middle School
Powhatan School seeks an experienced and collaborative educational leader to serve as Head of Middle School (Grades 6–8), beginning July 2026. This is a full-time, 12-month senior administrative position reporting directly to the Head of School and serving as a key member of the senior leadership team.
The Head of Middle School is responsible for the overall leadership and daily operation of the Middle School, which serves approximately 85 students and is supported by 15 dedicated faculty members. The Division Head oversees academic programming, student life, faculty support and professional development, parent communication, and all aspects of the Middle School experience that foster a joyful, engaging, and supportive learning community.
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Khan Lab School | Chief Advancement Officer
The Chief Advancement Officer (CAO) is a key member of Khan Lab School’s senior leadership team, reporting directly to the Executive Director and serving as a strategic partner in sustaining and growing the school’s innovative mission. This pivotal role combines development leadership, enrollment strategy, marketing vision, and community engagement to ensure KLS has the resources and community support needed to reimagine education for the future.
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Castilleja School | Director of Enrollment Management
Castilleja seeks an experienced and enthusiastic enrollment leader who will serve as a partner to the Head of School and advance the strong work of the existing Admission team, focusing on a strategic approach to recruitment and admission as the school prepares to increase enrollment in the coming years. The successful candidate will embrace the opportunities in a school culture that is dynamic, energetic, and innovative.
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Convent of the Sacred Heart | Assistant Head of School
The Assistant Head of School is a key member of the senior leadership team, guiding the academic and co-curricular life of the school. In partnership with the Head of School, faculty, and staff, the Assistant Head of School plays a central role in sustaining and advancing the school’s educational mission. They oversee the alignment and coherence of curriculum and pedagogy, cultivate a culture of professional excellence and learning among faculty, and support student success and well-being. A visible and approachable presence, the Assistant Head builds trust across constituencies, offers thoughtful guidance, and acts as a bridge between strategic vision and day-to-day implementation. This newly formed position will support the division heads in executing the academic program, managing the implementation of professional development, and overseeing accreditation.
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University Liggett School | Director of Enrollment Management
The Director of Enrollment Management advances the mission and vision of University Liggett School by leading a strategic, data-informed, and relationship-driven enrollment program that reflects The Liggett Approach. The Director ensures that every interaction with prospective and current families embodies the School’s commitment to academic excellence, innovation, and community. The Director of Enrollment Management will support an atmosphere of trust and openness among employees, students, and parents and will support an atmosphere that fosters the intellectual, social, physical, behavioral, and emotional growth of each student.
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Wyoming Seminary | Head of the Upper School
Wyoming Seminary, one of the oldest continuously coeducational day/boarding schools in the mid-Atlantic states, seeks a dynamic and visionary Head of the Upper School to lead its vibrant 9-12 division. Nestled in the heart of Northeast Pennsylvania, Sem has been a pillar of education in this historic corner of Pennsylvania since 1844, blending rich tradition with forward-thinking innovation. Sem’s mission is to “inspire students to lead lives of integrity, purpose, and excellence” and this important leadership role offers an exciting opportunity to shape a community where students from diverse backgrounds thrive academically, socially, and personally, preparing them to succeed and serve in the world beyond the pathways of Wyoming Seminary.
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Gulliver Preparatory School | Upper School Principal
Our dynamic, innovative school is looking for a new Upper School Principal to begin July 1, 2026. The Upper School Principal is a visionary, student-centered educational leader who oversees all aspects of the Upper School program (Grades 9–12) such as curriculum, instruction, faculty development, student support and discipline, program innovation, student-facing administration and staff, and the overall school culture.
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Cannon School | Head of Upper School
As a member of the School’s Leadership Team, the Head of Upper School reports directly to the Head of School and partners with other members of the leadership team to bolster and reinforce Cannon School’s culture in alignment with our mission and core values. The Head of Upper School leads all Upper School educators—faculty and staff—in building a growth-oriented educational program. In this primary objective, the Head of Upper School furthers Cannon’s vision, sustainably enhancing the Upper School experience.
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The Emery/Weiner School | Assistant Head of School
The Assistant Head of School is a key member of the senior leadership team, guiding the academic and co-curricular life of the school with a student-centered and community-minded approach. With reach across all divisions, departments, and programs, this leader champions the intellectual, artistic, and physical growth of students while fostering a culture of collaboration, curiosity, and inclusion.
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Cheshire Academy | Dean of Enrollment Management
Cheshire Academy seeks a dynamic and strategic leader to serve as its inaugural Dean of Enrollment Management. This newly established role reflects the school’s commitment to a holistic, institution-wide approach to enrollment that goes beyond traditional admission functions. The Dean of Enrollment Management will provide senior-level leadership, guiding enrollment strategy across the institution and serving as a key member of the senior leadership team with broad cross-functional responsibilities.
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Wakefield School | Director of Leadership Giving
The Director of Leadership Giving is a senior advancement professional responsible for cultivating and securing transformational gifts that support Wakefield School’s strategic priorities, including the multi-phase Campus Master Plan and forthcoming capital campaign. With primary responsibility for principal gifts, the Director builds and sustains high-impact relationships with the school’s most generous and engaged supporters.
Reporting to the Head of School, the Director works in close partnership with the Board of Trustees, the Advancement Team, and key volunteer leaders. This leader drives the strategy and execution behind the school’s most significant philanthropic opportunities.
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The Hockaday School | Director of Human Resources
The Director of Human Resources is charged with administering day-to-day HR operations as well as formulating a clear and compelling vision for the future of Human Resources in a large school setting. The Director of Human Resources will report to the Chief Financial Officer and will serve on the School’s Leadership Team.
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Brookstone School | Head of Middle School
The Head of Middle School will create a vision for and orchestrate the continuing evolution of the Middle School to ensure that the educational program, in all its facets, remains vital, engaging, and relevant. The ongoing success of the division will be the primary responsibility while cultivating the skills, habits, and practices necessary to unlock student and faculty potential for carrying forward Brookstone’s mission.
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Columbia Grammar & Preparatory School | Director of Philanthropy
The Director of Philanthropy provides visionary leadership in securing transformational gifts that strengthen the school’s financial foundation and advance its strategic priorities. Focused exclusively on principal gifts, the Director builds and sustains high-impact relationships with the school’s most generous and engaged supporters. Working in close partnership with the Head of School, Director of Institutional Advancement and Board of Trustees, this leader drives the strategy and execution behind the school’s most significant philanthropic opportunities
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Khan Lab School | Lower School Director
The Lower School Director is a key member of Khan Lab School’s leadership team, reporting directly to the Executive Director and serving as a mastery-based learning visionary who inspires students and staff alike. This pivotal role combines academic and operational leadership with a passion for reimagining education, requiring a technically savvy, hands-on player-coach leader with proven experience as an academic leader in innovative school environments who actively supports both teachers and students through direct engagement—whether teaching a class, leading an advisory group, or conducting classroom observations. The ideal candidate will bring exceptional creative problem-solving skills and adaptability to develop personalized educational pathways, coupled with outstanding communication abilities to engage effectively with students, parents, and faculty.
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Trinity School of Midland | Head of Lower School
Beginning in July 2026, the new Head of Lower School will lead this division in providing a nurturing and developmentally appropriate learning environment for students in Kindergarten to Grade 4. With the appointment of a new Head of School in 2018 and a transformational building project on the horizon, Trinity School is in the midst of a new chapter in its growth and development. This is an exciting time in Trinity School’s history for the next Head of Lower School to help shape the School’s vision for the future.
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Wesley Prep | Chief Financial Officer
The Chief Financial Officer (CFO) manages the financial resources of Wesley Prep in support of students, families, and employees, in alignment with the mission of the school. The CFO is responsible for the planning, control, accounting, and reporting of income, expenses, and contributed and invested funds. This role oversees all accounting functions, including accounts payable and receivable, cash management, tax compliance, general ledger entries, and payroll. The CFO works closely with members of the Board of Trustees and attends meetings throughout the year to provide full, accurate, and timely financial and management information in support of the Board’s fiduciary responsibilities. The CFO attends all finance committee meetings, as well as ad hoc committee meetings related to finance or compensation.
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Dublin School | Director of Advancement
Dublin School has engaged DovetailED to facilitate the search for a new Director of Advancement. This person will be a member of a veteran, nine-person Leadership Team, reporting to the Head of School, and will follow the twenty-five year tenure of Erika Rogers. The nine-person Leadership Team of Dublin’s senior administrators meets weekly. This group includes the Head of School, the Executive Assistant to the Head, Director of Enrollment Management, the Associate Head for Academics, the Director of Advancement, the Dean of Faculty, the Athletic Director, the Dean of Students and Belonging, and the Director of Finance and Operations.
The new director will be someone who deeply appreciates the mission of this small, intimate school in a stunning location and will enthusiastically promote all Dublin has to offer in broad and creative ways.
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The Meadowbrook School of Weston | Head of Lower School
The Meadowbrook School of Weston, a junior kindergarten through 8th grade school located seven miles west of Boston, is seeking a visionary and dynamic Head of Lower School to join our community starting July 2026.
This is a full-time, year-round, exempt administrative position. Reporting directly to the Assistant Head of School, Academics and Inclusion, the Head of Lower School is an integral member of the school’s senior leadership team. Meadowbrook is a fast-paced, dynamic environment where no two days are the same, especially in the Lower School (JK-5). The Head of Lower School serves as the educational and administrative leader of the division, with comprehensive responsibility for the students, faculty, curriculum, and parent relations.
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McKee Botanical Garden | Director Of Philanthropy
The Director of Philanthropy plays a critical leadership role in advancing McKee Botanical Garden’s mission, with an immediate focus on guiding and executing a major capital campaign. This position is responsible for developing and implementing strategies that drive fundraising success across major gifts, annual support, grants, corporate partnerships, and donor stewardship.
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Milton Hershey School | Coordinator of Enrollment Management Technology
MHS is seeking a Coordinator of Enrollment Management Technology to enhance operational efficiency and streamline processes within a high-volume admissions office. This role will lead the configuration, implementation, integration, and optimization of the department’s CRM and prospective student database, with a strong focus on marketing and data-driven decisionmaking.
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Charles Wright Academy | Chief Advancement Officer
The Chief Advancement Officer (CAO) plays a pivotal role in advancing this mission by providing strategic leadership and oversight for all aspects of the school’s revenue generation, community engagement, and external relations. A member of the Senior Leadership Team and reporting directly to the Head of School, the CAO leads an integrated Advancement team encompassing Development, Enrollment Management, Marketing, and Community Engagement.
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Ursuline Academy | Senior Director of Engagement & Leadership Giving
An independent Catholic school for young women in grades 7-12, Ursuline Academy is seeking a Senior Director of Engagement and Leadership Giving. Working closely with the Chief Advancement Officer, the Senior Director of Engagement and Leadership Giving will provide strategic leadership and oversight of constituent engagement, alumnae relations, and annual giving. This role will supervise and work collaboratively with the Director of Alumnae Relations, the Director of Annual Giving, and the Director of Special Events and Community Engagement to identify and implement effective strategies to enhance constituent engagement and giving. The Senior Director of Engagement and Leadership Giving will also carry a portfolio of prospects.
Leadership Searches
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The Chair of the Science Department provides instructional coaching for departmental faculty and is responsible for the development and implementation of an aligned sequencing of science coursework. Collaborating with the Assistant Head of School, Dean of Studies, and Division Heads, the Chair will lead the development and delivery of a mission-aligned curriculum that emphasizes “doing science” through phenomena-based learning and the engineering design process. A key priority for this role is to operationalize the findings of the School’s ongoing STEM review, specifically by using engineering design as the “connective tissue” between disciplines and ensuring that inquiry-based investigation becomes the norm across all divisions.
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We are seeking a visionary and dynamic Director of Strategic Communications and Marketing to lead this effort. This role will shape and share Wesley Prep’s market differentiators, strengthen our brand, and engage both internal and external audiences with clarity and purpose. With strong momentum and a collaborative culture, this is a unique opportunity to lead communications at a school that is growing and thriving. The Director will develop and execute a comprehensive communications strategy to elevate the School’s visibility, support enrollment and development goals, and connect with students, families, alumni, and the broader community. For a creative communicator ready to capture the joyful energy of our classrooms, the spirit of our community, and the impact of a Wesley Prep education, this is an extraordinary opportunity to make a lasting impact.
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Blue Ridge School is an all-boys, all-boarding college-preparatory school serving 190 students on a 751-acre campus situated along the eastern slope of the Blue Ridge Mountains. Just 20 miles from Charlottesville, Virginia, Blue Ridge School is innovative in its approach to educating young men. Passionate teachers, small classes, strong relationships, lots of opportunities to participate in athletics and co-curricular activities, and a rigorous but supportive college prep curriculum, empower Blue Ridge graduates to thrive in college and beyond. With an average class size of 10 students and teacher autonomy, faculty members are able to help each student discover the best way to master the course material, and challenge each student to reach beyond self-determined limits and fulfill his untapped potential.
For the academic year 2026-2027, Blue Ridge School seeks a School Counselor. This is a full-time, 10-month position beginning in August 2026 and includes a co-curricular secondary role supporting Tennis, Basketball, or Lacrosse in a non-head coach or program director capacity.
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We are seeking a highly creative, experienced, and results-driven Associate Director of Content. This role is central to developing and executing a communication strategy that authentically messages the Berkshire School experience and reinforces the school’s mission by creating digital, print, and social media content that connects external audiences to life “under the Mountain,” supports the Office of Admission in recruiting prospective families, and amplifies the Advancement Office’s fundraising and alumni engagement initiatives. The ideal candidate will be a strong storyteller, a meticulous editor, and an innovative contributor to our social media strategy and execution.
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The Lower School Counselor supports the emotional, social, and psychological well-being of students from the Early Childhood program (age 2) through Grade 4. As a key member of the student support and wellness team, the Counselor provides short-term counseling, guidance, and proactive programming to help create a safe, inclusive, and supportive school environment. The Counselor partners closely with faculty, administrators, and families to promote healthy development, enhance social-emotional learning, and ensure each child is known, valued, and supported within the Davidson Day community.
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Annual giving has always been the centerpiece of philanthropy at the Millbrook; it is a central pillar of every capital campaign, including the current For ALL campaign, with an AF target of $20 million as part of the overall $150M million effort.
The Director of Annual Giving and Engagement reports directly to the Director of Advancement. This position is charged with managing Millbrook’s Annual Fund program that will help increase participation and fundraising dollars for the school. This role will lead the Annual Fund (digital and print marketing, leadership of Annual Fund giving, and the Sixth Form Gift initiative) as we look to increase overall fundraising to $3M+ each year.
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The Assistant Director of Philanthropy for Annual Giving and Alumni Engagement is an integral member of the Philanthropy team, reporting to the Director of Philanthropy. The Assistant Director shapes and executes fiscal year Annual Fund strategy and plans, with a focus on broad-based appeals and alumni participation.
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Kent School is seeking a dynamic and inspirational Head Football Coach who is deeply committed to the growth and well-being of our students. The ideal candidate brings a genuine love of the game, a strong football acumen, and successful coaching experience at the high school or collegiate level. This is a chance to shape the next great chapter of Kent Football, building on a proud tradition while creating new momentum for the program. With the full support of an engaged administration and school community, the Head Coach will have the opportunity to design an exceptional student-athlete experience that emphasizes competitiveness, joy, character development, and meaningful connection to the life of the School.
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The Associate Director of College Counseling is a key member of a six-person team dedicated to guiding students and families through a thoughtful, student-centered college search and application process. The role includes direct student advising, collaboration with faculty and administrators, and engagement with college admission professionals, while supporting programs such as standardized testing, internships, and admissions-related workshops.
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The inaugural Director of Major Gifts is a key member of the Advancement team who will play an essential role in growing philanthropy at Brookstone School. In the first year of a historic $35M comprehensive capital campaign, supporting an ambitious strategic vision for 2025–2030, the School has already secured $9M toward its goal, reflecting strong community confidence and momentum. Brookstone seeks a proven relationship-driven, donor-centric fundraiser who can both work independently to achieve ambitious goals and collaborate effectively with the Advancement team to ensure success across all areas of development.
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NCS seeks a strategic, collaborative, and systems-minded Director of Development Operations to play a pivotal role in shaping the future of philanthropy for women’s education. This is a rare leadership opportunity for a development professional who is passionate about operational excellence and who believes deeply in expanding opportunities for girls and young women.
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Charleston Day School (CDS) seeks to hire a Director of Learning Services. Our goal is to hire a professional who will help reimagine a learning support system that supports all of our K-8 students. This will include coordinating services for students with diagnosed learning differences, identifying students who need support, and working with our faculty to provide a learning experience that effectively reaches all learners. This role provides leadership, strategic direction and oversight, fostering collaboration among teachers and families and assuring alignment with the school’s mission and academic goals.
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Reporting directly to the Director of Marketing & Communications, the Communications Manager will serve as a trusted team member, providing reliable written, editorial and technical support in a fast-paced environment. This role requires exceptional attention to detail, advanced proofreading skills, sound judgment, and the ability to manage competing priorities under tight deadlines. The ideal candidate is a seasoned professional, has a polished communication style, and a proven track record of working collaboratively with multiple other departments.
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Reporting to the Head of School, the Director of Academic Innovation and Technology leads technology integration, faculty professional development, and school-wide strategic initiatives while helping the community navigate the rapidly evolving digital landscape, including the ethical and effective integration of AI. This role serves as a strategic partner in advancing Heritage Hall’s vision for transformative teaching and learning. A key component of the role is supporting faculty in bringing their authentic selves to the work of innovation, creativity, care, and transformative learning.
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Proctor Academy, a member of the highly competitive New England Prep School Athletic Conference (NEPSAC) and the Lakes Region Athletic League, seeks a dynamic and experienced Head Coach for its Varsity Boys Hockey program. Proctor has a rich and successful history in prep school hockey, and is integral to the School’s program.
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Oxbridge Academy seeks a customer-service–oriented, detail-driven, flexible, and kind-hearted Assistant Director of Admission to join a dynamic and mission-aligned Admission Team. The Assistant Director, in collaboration with Admission Team, is responsible for the recruitment, selection, admission, and onboarding of new students to the school, and ensures a smooth process from inquiry through enrollment.
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The Director of Development is a frontline fundraiser responsible for developing, refining, and implementing Church Farm School’s strategy for the identification, qualification, cultivation, solicitation, and stewardship of individuals making charitable gifts to the school.
The Director of Development will oversee the annual fund, mid-level giving, society giving and engagement, and EITC/OSTC gifts under $5000. They will also lead development communications, specifically mailed solicitations, digital donor communications, and the buildout of a comprehensive stewardship strategy.
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Cushing Academy seeks a dynamic and experienced Leadership Gift Officer to join our advancement team and play a pivotal role in securing leadership gifts that will advance the Academy’s strategic priorities. This position is responsible for identifying, cultivating, soliciting, and stewarding leadership-level donors (annual, major and planned giving) while building meaningful relationships that support Cushing’s mission of preparing students for success in college and life.
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The Upper School Math Department Chair at Gulliver Preparatory School provides leadership and direction for the mathematics program, ensuring it upholds the school’s mission and the highest standards of teaching and learning. This role supports and mentors faculty, promotes innovative and engaging instruction, and fosters a collaborative culture focused on student growth and well-being. Working closely with colleagues and administrators, the Chair advances interdisciplinary learning, integrates technology effectively, and helps maintain a dynamic, student-centered academic environment.
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Hudson Way is looking to hire an Enrollment Manager or Director (based on the experience of candidate). This position is responsible for the new and continuing enrollment of students at the NY campus for day school, after school, summer camp and enrichment programs. This position manages the financial aid for day school working with the CAO, and manages the after school program manager to ensure that profit and loss targets are met. This position also directs the marketing manager in specific items needed to support the campus events.
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The Meadowbrook School of Weston, a junior kindergarten through 8th grade school located in Weston, MA, seven miles west of Boston, is seeking a Senior Facilities Manager to join our community. This is a full-time, year-round, exempt position.
Reporting to the Director of Facilities, the Senior Facilities Manager is an integral member of the facilities team. In addition to routine maintenance activities, you will act as the main point of contact for the rest of the team, vendors, contractors, and supervise and manage two full-time Facilities Technicians. This role requires a significant exercise of sound judgement and discretion in managing day-to-day operations and staff. At times when the Director of Facilities is absent, you will lead the department.
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Beside Bateman’s Pond stands the Warburg Library, a magnificent space filled with light, life, and potential. Middlesex School is seeking a Director of the Warburg Library who will imagine what a 21st-century library can be: not only a repository of knowledge, but a hub of intellectual curiosity, connection, and discovery.
The next Director will bring vision and expertise to reimagine this central space as a living classroom. Working closely with the Associate Head of School, Academic Department Heads, and colleagues across campus, the Director will guide the library into its next chapter, blending tradition and innovation to serve the next generation of Middlesex students.
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The Newman School invites dynamic professionals to apply for the full-time role of Senior Associate Director of Admissions, a key position contributing to shaping our vibrant learning community. Reporting directly to the Director of Enrollment, the Senior Associate Director will oversee one line of enrollment, Middle School (Grades 7–8) or High School (Grades 9–12 & PG), and play a pivotal part in advancing our enrollment strategy.
As a leader within the admissions team, you will champion a personalized, mission-driven experience for every prospective family. You will be empowered to ensure each grade within your division reaches its enrollment targets by leveraging data-driven insights, strategic planning, and a spirit of collaboration. Your work will foster strong relationships with students, parents, and colleagues, promoting an inclusive environment defined by Newman’s “heart speaks to heart” philosophy.
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The Annual Giving Coordinator/Manager is responsible for planning and executing a comprehensive annual giving program; creating, organizing and implementing all activities related to The Roeper Annual Fund and donor-centered communications related to fundraising initiatives. As the cornerstone of philanthropy at The Roeper School, the Annual Fund plays a critical role in advancing the school’s mission and cultivating a culture of generosity. The Annual Giving Manager/Coordinator will inherit a growing program and will work in close collaboration with the Development Team. This position holds opportunities for growth and reports to the Director of Development.
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Reporting to the Executive Director of Development, the Director of Donor Relations and Stewardship is responsible for leading the effective education, cultivation, acknowledgement, recognition, and stewardship of St. Albans School’s annual, major, planned giving and Campaign donors and prospective donors. This is a full-time, twelve-month position.
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The Director of Scholarship Giving is a front-line fundraiser who is responsible for generating annual scholarship support from individuals and corporations utilizing Pennsylvania’s scholarship tax credit program. This role will lead efforts to secure more than $2M annually in scholarship support while developing a growth strategy to meet our growing school community’s needs. The Director is a key collaborator in St. James’ fast-paced, eight-person Advancement Team which collectively raises more than $6M annually while preparing to launch an eight-figure capital campaign to support our ambitious growth projected over the next several years.
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St. Stephen’s and St. Agnes School (SSSAS), a college-preparatory Episcopal school in Alexandria, Virginia, seeks a Certified Athletic Trainer (AT) to join our dynamic athletics department and sports medicine program. The ideal candidate is a skilled, compassionate professional dedicated to the health and well-being of student-athletes and committed to collaboration within a caring school community. The Athletic Trainer will work closely with another full-time AT, the Director of Health Services, and the Athletics staff to deliver exceptional medical care and injury prevention for our Saints athletic program.
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The basic function of this position is to support students in their social, emotional, and psychological development throughout their high school years. The Counselor provides emotional, behavioral, personal, and crisis counseling on a daily basis. The Counselor coordinates, consults, and collaborates with faculty, parents, administrators, and outsideresources to assist students in managing or remediating issues that are impeding them from leading emotionally and psychologically balanced lives and assisting them in taking full advantage of the educational and support opportunities at TMI. The Counselor initiates and participates in the development of programs that address personal development and/or school climate concerns.
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The Advancement Office’s mission is to engage constituents in the life of Westover School through engagement and philanthropy. The Assistant Director of Advancement plays a critical role by providing both strategic leadership and daily management of engagement initiatives within the Office of Advancement. This role fosters meaningful connections between Westover and its alumnae, families, and friends, oversees key volunteer programs, and develops initiatives that enhance constituent involvement.
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The Administrative Assistant to the CFOO plays a key role in supporting the operational and financial functions that keep Westover running smoothly. This position provides comprehensive administrative, clerical, and coordination support to the CFOO and the broader Operations Team, ensuring timely follow-up on projects, clear communication across departments, and efficient management of day-to-day logistics. The ideal candidate is highly organized, detail-oriented, and proactive—someone who enjoys managing a wide variety of administrative tasks, coordinating multi-step operational projects, and serving as a reliable point of coordination for the CFOO and campus operations.
Current Faculty Searches
MID-ATLANTIC
The Boys' Latin School of Maryland | Upper School STEM Teacher and Residential Life Fellow
St. Stephen's and St. Agnes School | Upper School History Teacher
Hilton Head Preparatory School | Upper School Mathematics Teacher
The Stone Independent School | Part-Time Elementary Art Teacher
The Stone Independent School | Upper Elementary Faculty (5th/6th)
The Stone Independent School | Middle School/Upper School Math Teacher
The Stone Independent School | Middle School/Upper School Science Faculty
Shir Ami Early Learning Center | Head Teacher (Lead Teacher)