Engaging with our Partners to Conduct Comprehensive Leadership Searches

Head of School Search

The IDEAL School of Manhattan seeks a new head of school to begin in the 2027-28 school year and has partnered with DovetailED to lead the search.

Read the full opportunity statement below.

Executive Opportunities

  • Saint Andrew’s School | Boca Raton, FL | Assistant Head of School

    The Assistant Head of School will work closely with the Head of School to provide leadership and strategic oversight of academic and co-curricular programming. This role will collaborate with academic leaders and delegate effectively to address both urgent matters pertaining to the successful delivery of the School’s mission and strategic initiatives that require a longer-term focus.

  • TMI Episcopal | San Antonio, TX | Associate Head of School

    TMI Episcopal seeks an accomplished, innovative, and collaborative educational leader to serve as its Associate Head of School. Reporting to the President/Head of School and serving as a member of the Senior Leadership Team, the Associate Head will provide strategic leadership for the School’s academic and signature programs.

  • African Leadership Academy | Johannesburg, South Africa | Director of University Guidance

    ALA’s University Guidance program supports this exceptional student population and their families as they plan and pursue successful transitions beyond ALA. In line with our leadership philosophy, students are expected to take ownership of their futures. The program equips students and parents with the information, resources, and individualized coaching needed to pursue tertiary education pathways anywhere in the world.

  • Almaden Country Day School | San Jose, CA | Head of the Learning Center (TLC)

    Almaden Country Day School seeks to hire the next leader of our nationally-acclaimed program, a senior administrative role equivalent to a Division Head. We seek a compassionate administrator who is certified in the Orton Gillingham Approach (at least the Clinical level) and has educational leadership and instructional coaching experience.

  • Brookstone School | Columbus, GA | Director of Major Gifts

    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 $13M toward its goal two years into the campaign, reflecting strong community confidence and momentum.

  • Carolina Day School | Asheville, NC | Key School Principal

    Carolina Day School seeks a Principal of the Key School who will serve as the relational heart and instructional leader of this distinctive program — someone who finds deep purpose in leading a program that changes the trajectory of young lives.

  • Catlin Gabel School | Portland, OR | Director of Human Resources

    Catlin Gabel School seeks an experienced, collaborative, and mission-driven Director of Human Resources with a demonstrated track record of leading through organizational change, building trust, strengthening teams, and delivering operational excellence. Reporting directly to the Head of School, the Director will partner closely with the Chief Finance & Operations Officer, Assistant Head of School, and school leaders to shape the employee experience from recruitment through retirement.

  • Columbia Grammar & Preparatory School | New York, NY | Director of Communications

    Serving on the Senior Leadership Team and reporting to the Head of School, the Director of Communications will lead a dedicated two-person team that will play a crucial role in bringing CGPS’s upcoming strategic plan to life. By refining our brand narrative and crafting consistent, high-impact messaging across all channels, the Director advances key school priorities and celebrates the CGPS story.

  • Columbia Grammar & Preparatory School | New York, NY | Grammar School Director

    The Grammar School Director serves as the primary educational and administrative leader for Grades PK–5 at Columbia Grammar & Preparatory School, reporting directly to the Head of School. In this pivotal role, the Director fosters an inspiring, academically rigorous, and inclusive learning environment while overseeing daily divisional operations, scheduling, annual budgets, and signature programs.

  • Congressional School | Falls Church, VA | Director of Advancement and External Affairs

    Congressional School seeks an experienced, dynamic Director of Advancement and External Affairs to define a vision for advancement, parent and alumni relations, and implement the necessary infrastructure that strengthens a culture of philanthropy. The Director is a key member of the School’s Leadership Team and provides meaningful input on a full range of issues facing the school.

  • Connelly School of the Holy Child | Potomac, MD | Head of Development

    The Head of Development is a senior administrative role responsible for advancing Connelly School of the Holy Child’s philanthropic priorities and securing the financial resources necessary to support its mission and vision. Reporting directly to the Head of School, the Head of Development provides strategic vision, leadership, and execution for all fundraising initiatives, including annual giving, major gifts, capital campaigns, foundation relations, alumni engagement, and donor stewardship.

  • Connelly School of the Holy Child | Potomac, MD | Head of Human Resources

    Connelly School of the Holy Child, an independent Catholic school in Potomac, Maryland, seeks a strategic, collaborative, and experienced leader to serve as its next Head of Human Resources. Reporting to the Head of School and serving as a key member of the school’s leadership team, the Head of Human Resources will lead all aspects of human resources strategy and operations in support of the school’s mission, values, and community.

  • Duchesne Academy of the Sacred Heart | Houston, TX | Chief Advancement Officer

    Duchesne Academy of the Sacred Heart finds itself at a pivotal moment in its over 65-year history on Memorial Drive in Houston, Texas. We have completed an unprecedented campaign for a contiguous 8-acre land acquisition and are poised to chart a future that will help us meet the demand for increased admissions and enrollment, expand and enhance programming, and add and improve facilities.

  • Far Hills Country Day School | Far Hills, NJ | Chief Financial Officer

    The Chief Financial Officer is responsible to the Head of School and serves on the School Leadership Team. Working closely with the SLT and appropriate trustee committees, the CFO manages the resources of Far Hills Country Day School to support students and employees, enabling students to achieve success in the modern world through academic excellence and character development.

  • Far Hills Country Day School | Far Hills, NJ | Director of Lower School

    The Director of the Lower School reports to the Head of School and is a member of the School Leadership Team. The DLS leads a Lower School of about 87 students in PreSchool–Grade 4, helping them succeed in the modern world through academic excellence and character development.

  • Foxcroft School | Middleburg, VA | Campaign Director

    Foxcroft School seeks an experienced Campaign Manager/Director to oversee and work collaboratively to manage Foxcroft’s Building for Our Future campaign. The Campaign Manager/Director will report to the Director of Institutional Advancement and work in close partnership with the Head of School to oversee campaign planning and implementation.

  • Francis Parker School of Louisville | Louisville, KY | Director of Enrollment Management/Goshen Campus Admissions Director

    Francis Parker School seeks a Director of Enrollment Management/Goshen Campus Admissions Director, located primarily on our Goshen Campus. This position oversees all enrollment management, including financial aid and current student retention, as well as serves as the lead for Admissions on our Goshen Campus, which serves PS 2s - 8th grade.

  • Gould Academy | Bethel, ME | Director of Health Services

    The Director of Health Services at Gould Academy leads and manages a team of health staff, including Nurses, a School Counselor, an Athletic Trainer, and a Student Health Services Coordinator. The Director oversees the smooth operation of Health Services, ensures that the delivery of care meets high standards, supports summer camp coverage, and acts as a liaison to the wider school community.

  • Green Mountain Valley School | Waitsfield, VT | Director of Development

    At GMVS, we’re more than just a training ground for future champions; we’re a community that shares an undying passion for the sport. Join us, and your impact will be immediate and profound. Your role will define the future of ski racing by ensuring that every aspiring athlete gets the opportunity they deserve.

  • Holy Ghost Preparatory School | Bensalem, Pa | Chief Development Officer

    The Chief Development Officer (CDO) identifies, cultivates, solicits and stewards donors to advance the mission of Holy Ghost Preparatory (HGP) School from within all of HGP’s constituencies including the Board of Trustees, committee members, faculty and staff, alumni, current parents, alumni parents, foundations, corporations and other members of the community at large. The incumbent’s focus is on building a culture of philanthropy among all constituencies.

  • Horizons at New Canaan Country School | New Canaan, CT | Executive Director

    This is an exciting opportunity for a dynamic and visionary individual to lead the flagship Horizons program at New Canaan Country School (“Horizons at NCCS” or “Horizons”) in New Canaan, Connecticut. The Executive Director will partner with the Board to set the strategic vision for Horizons at NCCS’s work, build and lead a high-performing team of five and a summer staff of over 100, and engage with a wide array of stakeholders (students, families, teachers, board members, alumni, donors, and national and local partners).

  • Marin Country Day School | Corte Madera, CA | Director of Human Resources

    The Director of Human Resources is a strategic leader who designs, scales, and nurtures an exceptional employee experience (EX) across the entire faculty and staff lifecycle. Serving as a trusted partner to school leadership, this individual blends empathy, systems thinking, and data-informed insights to champion an inclusive, high-trust culture where approximately 220 team members thrive.

  • Powhatan School | Boyce, VA | Director of Advancement

    The Director of Advancement is a collaborative and organized leader who is responsible for leading the advancement strategy, developing and maintaining active relationships with board members, donors, school leadership, faculty and staff. Reporting to the Head of School and serving on the Leadership Team, the Director of Advancement identifies, cultivates, solicits, and stewards major gift donors and develops fundraising strategies.

  • Sacred Heart Greenwich | Greenwich, CT | Chief Financial Officer

    The Chief Financial Officer (CFO) is a key member of the Senior Leadership Team and serves as the primary financial strategist for Sacred Heart Greenwich. The CFO reports to the President, works closely with the President’s direct reports in academics, enrollment, communications, advancement, and operations, and maintains regular contact with the President, the Chair of the Finance Committee of the Board of Trustees, and the full Board.

  • Saint Thomas' Episcopal School | Houston, TX | Preschool Director

    Saint Thomas’ Episcopal School seeks a Preschool Director who provides visionary, administrative, and educational leadership for the Early Childhood division (Pre-K and Kindergarten). Reporting directly to the Headmaster, the Director is responsible for cultivating a safe, joyful, and academically enriching environment where young children grow spiritually, intellectually, emotionally, and socially.

  • Sayre School | Lexington, KY | Director of Finance and Operations

    Sayre School is seeking an experienced, strategic, and collaborative Director of Finance and Operations (DFO) who excels at communicating clearly and efficiently with stakeholders at all levels. The DFO is responsible for managing the school’s financial, operational, and physical resources, directly overseeing finance, annual audits, facilities, campus security, food services, and outsourced operations.

  • Springside Chestnut Hill Academy | Philadelphia, PA | Director of Human Resources

    The Director of Human Resources provides vision, leadership, planning, and strategic guidance to the HR function. This role ensures a cost-effective HR department while facilitating efficient, compliant operations aligned with the school’s mission and values. The Director serves as a key member of the school’s leadership team and creates and maintains a high-touch, deeply engaging employment experience for all employees.

  • St. George's Episcopal School | Milner, GA | Director of Advancement and Communication

    The Director of Advancement & Communications serves as a key member of the school’s leadership team, working closely with the Head of School, and is responsible for building a strong culture of philanthropy and supporting long-term institutional sustainability. This role leads advancement strategies around annual giving, donor stewardship, and the Get-Away-Gig auction.

  • St. Michael's Catholic Preparatory School | Austin, TX | Director of College and Academic Counseling

    St. Michael’s Prep seeks an experienced Director of College and Academic Counseling who is excited to engage in the community and dedicated to the mission of the school. This position reports to the Head of Upper School.

  • St. Michael's Catholic Preparatory School | Austin, TX | Director of Student Wellness

    SMP is seeking an experienced Director of Student Wellness to join our administrative team. The Director will be the senior administrator responsible for supporting student wellbeing and balance within the Upper School (Grades 9–12).

  • St. Michael's Catholic Preparatory School | Austin, Texas | Head of Lower School

    St. Michael’s Catholic Preparatory School is entering an exciting period of thoughtful academic and programmatic growth. The next Head of Lower School will join a strong leadership team and help shape the continued development of a Lower School experience that is intellectually engaging, spiritually grounded, developmentally responsive, and deeply attentive to the formation of the whole child.

  • The Fay School | Houston, TX | Director of Communications

    The Director of Communications is a collaborative, creative, and hands-on member of The Fay School’s Advancement team responsible for executing the School’s communications, marketing, and storytelling. The Director brings the life of Fay to its audiences through timely, engaging, polished, and consistent communications across platforms. The successful candidate is an exceptional doer who thrives in a fast-moving school environment, demonstrates strong attention to detail, and takes projects from idea through execution.

  • The Meadowbrook School of Weston | Weston, MA | Director of Development

    Reporting to the Chief Advancement Officer (CAO), the Director of Development (DOD) will serve as an integral member of the organization and partner to the CAO, providing innovative and strategic leadership with a commitment to philanthropic engagement and growth to advance Meadowbrook’s mission.

  • The Roeper School | Bloomfield Hills, MI | Director of Finance and Operations

    The Roeper School seeks an experienced, strategic, and collaborative Director of Finance and Operations (DFO) to provide leadership and oversight of the School’s financial, business, and operational functions. The DFO is responsible for the planning, implementation, management, and control of the School’s financial and business activities while providing leadership for its daily operations.

  • The TEAK Fellowship | New York, NY | Chief Financial Officer

    TEAK is seeking a strategic, collaborative, and missiondriven financial leader to serve as Chief Financial Officer. The CFO will serve as TEAK’s senior financial leader and a key member of the senior leadership team, responsible for financial strategy, long-term planning, budgeting, forecasting, accounting, audit, compliance, risk management, endowment oversight, and the financial and administrative systems that support TEAK’s mission and sustainability.

  • York School | Monterey, CA | Director of Enrollment

    The Director of Enrollment serves as a primary ambassador for the school’s mission, culture, and distinctive programs. This role is responsible for the full arc of the student enrollment journey—from first inquiry through matriculation and beyond—and plays a vital role in sustaining the health and vitality of our school community through both thoughtful recruitment and purposeful retention.

Leadership and/or Non-Teaching Opportunities

Current Teaching Opportunities