Assistant Head of School
Saint Andrew's School
Boca Raton, FL · Posted October 2, 2026
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Where Boca Raton, FL ranks
Where Boca Raton, FL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #9Best cities for junior jobs in Florida36% · of 21
- #13Cities where the biggest share of jobs do not need a four-year degree18% · of 100
- #13Cities hosting the most financial services & banking conferences2 conferences · of 20
- #15Best cities for AI-skill jobs in the Southeast9% · of 87
- #17Best cities for entry-level jobs that want AI skills in the Southeast5% · of 77
- #19Best college towns for entry-level and junior jobs38% · of 100
Rankings about data & analytics jobs
- Best cities for data and analytics jobs #1 New York (1,713 openings)
- Best cities for data and analytics pay after cost of living #1 Foster ($232k)
- Most requested AI skills in data and analytics jobs #1 Machine learning engineering (17.1%)
- AI tools named most often in data and analytics jobs #1 Databricks (7.6%)
- Employers with the most data and analytics jobs #1 Amazon (711 roles)
Data & Analytics jobs · Top Data & Analytics employers · All rankings
How AI is used in this kind of work
AI use among education and childcare administrators, preschool and daycare is little observed so far. Measured exposure for education and childcare administrators, preschool and daycare: 4% (little observed).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
About the job
Boca Raton, Florida, 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. This role will ensure all teachers and academic leaders maintain a student centered focus and deliver high-quality teaching and learning.
Oversee the entire academic and cocurricular program, ensuring the divisions effectively deliver the mission with excellence Supervise and support the division heads, the PK-12 Deans, and the department chairs in the performance of their duties, by in part establishing effective systems for communication, collaboration, and use of meeting times Coordinate the processes by which academic and co-curricular programs, and PK-12 policies are developed, implemented, reviewed, and updated Work closely with the Head of School and others to support and move forward on strategic initiatives including AI Organize and administer the School’s faculty performance management program Oversee faculty professional development in conjunction with the Head of School, the Dean of Studies, division heads, and department chairs, including: new teacher orientation, professional in-service trainings (e.g. closing days, opening of school trainings), and off-site workshops and conferences Organize the processes to identify personnel needs and manage the recruitment and hiring of faculty and academic administrators Serve on the Committee on Equity and Justice and work with the Chair of the Committee and Head of School to oversee and implement the Committee’s work to meet its charge and to establish and maintain high standards of professionalism among the Faculty Communicate the value of a Saint Andrew’s education to a variety of constituencies Manage the academic program and professional development budgets Be a visible presence in all three divisions Other duties as assigned by the Head of School Qualifications:
Master’s degree Extensive leadership experience in independent schools Experience developing innovative academic and co-curricular programs Demonstrated success leading and mentoring adults Excellent organizational skills Clear written and oral communication skills Collegiality and a willingness to collaborate with colleagues Strong work ethic and experience with diverse cultural populations Ability to work effectively with people of diverse backgrounds and promote a positive work environment Possesses problem-solving capabilities with a high degree of integrity, ethics, and dedication to the mission of the school Commitment to a growth mindset and continuous professional development Residential life experience preferred
Saint Andrew’s School in Boca Raton, FL has engaged DovetailED to lead a search for an Assistant Head of School to start in the 2027-28 school year. Interested candidates should review the Opportunity Statement and submit a cover letter, resume, and list of references as a consolidated PDF to Zack Lehman, President at DovetailED Talent Sourcing , at zack@ dovetailedsourcing .com , and Alison Moore, Senior Recruiter, at alison@ dovetailedsourcing .com . Saint Andrew’s School Assistant Head of School Opportunity Statement Link: https://bit.ly/saint-andrews- AHOS . https://www.saintandrews.net/about/employment
Saint Andrew’s School in Boca Raton, FL has engaged DovetailED to lead a search for an Assistant Head of School to start in the 2027-28 school year. Interested candidates should review the Opportunity Statement and submit a cover letter, resume, and list of references as a consolidated PDF to Zack Lehman, President at DovetailED Talent Sourcing, at zack@dovetailedsourcing.com, and Alison Moore, Senior Recruiter, at alison@dovetailedsourcing.com.
Saint Andrew’s School Assistant Head of School Opportunity Statement Link: https://bit.ly/saint-andrews-AHOS.