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Online Head of Upper School

Remote / Online - Candidates ideally in
West Palm Beach, Palm Beach County, Florida, 33412, USA
Listing for: Dwight School
Remote/Work from Home position
Listed on 2026-10-16
Job specializations:
  • Education / Teaching
    Education Administration, Academic, University Professor, Professional Development
  • Management
    Education Administration, Professional Development
Salary/Wage Range or Industry Benchmark: 115000 USD Yearly USD 115000.00 YEAR
Job Description & How to Apply Below

Reports to:

Head of Academics and Student Affairs, and Head of School

Position:
Head of Upper School (HOUS)

Reports to:

Head of Academics and Student Affairs, and Head of School

Salary : $115,000

  • Heads of Department (in coordination with the Director of Curriculum & Instruction)

The Head of Upper School (HOUS) is responsible for overseeing the Upper School program (Grades 9–12) at Dwight Global, with the ultimate goal of achieving Dwight Global’s mission of igniting the spark of genius in every child. The HOUS works and collaborates with a team, including the Upper School Deans, Curriculum & Instruction, Heads of Department, the Dean of Student Life, the IB DP Coordinator, and Upper School faculty members, as well as with administrators and faculty members within The Dwight Schools worldwide network.
This position is remote; the Head of Upper School should anticipate travel to New York City a few times each year.

Academic Department Support and Supervision
  • Work with the Head of Academics and Student Affairs and the Director of Curriculum & Instruction, overseeing the recruiting, hiring, evaluation, and supervision of faculty (Grades 9–12).
  • Collaborate with the Curriculum & Instruction team to oversee the creation, implementation, and ongoing development of the Upper School curriculum, ensuring rigor, innovation, and alignment with school-wide standards.
  • Oversee and develop Division and Grade Level meetings that incorporate vertical, horizontal, pastoral, and departmental planning.
  • Address and coordinate scheduling and staffing for unique student situations (new class sections, personalized classes, independent studies, etc.).
Pastoral Care, Student Discipline, and Deans
  • Work with the Associate Head of Academics and Student Affairs to oversee the Upper Deans
  • With the Deans, build a healthy school culture through assemblies, advisories, and other programs that promote belonging, integrity, and leadership.
  • Oversee creation and continued improvement of the Upper School Orientation course and parent education programs
  • Cultivate an Upper School school culture that values academic honesty, intellectual curiosity, and ethical decision-making. Develop and implement clear expectations and practices around academic integrity, ensuring that students understand the importance of original work, responsible scholarship, and accountability.
  • Coordinate Honor Council to maintain fairness, transparency, and integrity across all academic and behavioral processes.
  • Manage and implement online proctoring review and disciplinary process for academic honesty infractions
  • Manage summer grade recovery process for Upper School students
College Counseling and Post-Secondary Planning
  • Collaborate with the Associate Head of Academics and Student Affairs and Director of College Counseling to ensure that each student in Grades 9–12 receives personalized and developmentally appropriate guidance.
  • Oversee integration of academic advising and college counseling through joint meetings, workshops, and parent sessions.
  • Support the implementation of standardized testing, college readiness programming, and family information sessions.
Accommodations/Quest
  • Work with the Head of Quest and Learning Support to oversee accommodations and ensure support for students with learning needs in Grades 9–12.
  • Ensure that Quest plans are implemented consistently across academic departments and that faculty are equipped to support students with approved accommodations.
School Authorization and Accreditation
  • Work in conjunction with the Head of Academics and Student Affairs on all school accreditation and authorization processes (Cognia, IB, etc.).
  • Provide evidence, documentation, and data as required for accreditation and program evaluations related to Grades 9–12.
Other…
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