Online Head of Upper School

Dwight School•West Palm Beach, FL
•$100,000 - $115,000•Remote

About The Position

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.

Requirements

  • Master's degree or higher preferred.
  • Minimum of 5 years of experience in school leadership or administration.
  • Experience in curriculum development and implementation.
  • Strong understanding of IB and other accreditation processes.
  • Excellent communication, interpersonal, and organizational skills.
  • Proficiency in data analysis and its application to educational strategies.
  • Experience with online learning platforms and technologies.

Nice To Haves

  • Experience in a global or international school setting.
  • Familiarity with online proctoring and academic integrity management systems.
  • Experience with college counseling and post-secondary planning.

Responsibilities

  • Overseeing the recruiting, hiring, evaluation, and supervision of faculty (Grades 9–12).
  • Overseeing the creation, implementation, and ongoing development of the Upper School curriculum, ensuring rigor, innovation, and alignment with school-wide standards.
  • Overseeing and developing Division and Grade Level meetings that incorporate vertical, horizontal, pastoral, and departmental planning.
  • Addressing and coordinating scheduling and staffing for unique student situations (new class sections, personalized classes, independent studies, etc.).
  • Overseeing the Upper Deans.
  • Building a healthy school culture through assemblies, advisories, and other programs that promote belonging, integrity, and leadership.
  • Overseeing creation and continued improvement of the Upper School Orientation course and parent education programs.
  • Cultivating an Upper School school culture that values academic honesty, intellectual curiosity, and ethical decision-making.
  • Developing and implementing clear expectations and practices around academic integrity, ensuring that students understand the importance of original work, responsible scholarship, and accountability.
  • Coordinating Honor Council to maintain fairness, transparency, and integrity across all academic and behavioral processes.
  • Managing and implementing online proctoring review and disciplinary process for academic honesty infractions.
  • Managing summer grade recovery process for Upper School students.
  • Ensuring that each student in Grades 9–12 receives personalized and developmentally appropriate guidance.
  • Overseeing integration of academic advising and college counseling through joint meetings, workshops, and parent sessions.
  • Supporting the implementation of standardized testing, college readiness programming, and family information sessions.
  • Overseeing accommodations and ensuring support for students with learning needs in Grades 9–12.
  • Ensuring that Quest plans are implemented consistently across academic departments and that faculty are equipped to support students with approved accommodations.
  • Working in conjunction with the Head of Academics and Student Affairs on all school accreditation and authorization processes (Cognia, IB, etc.).
  • Providing evidence, documentation, and data as required for accreditation and program evaluations related to Grades 9–12.
  • Working with the Scheduler to develop the Upper School Schedule.
  • Updating the Head of School, Head of Academics and Student Affairs regularly on all significant issues in each area of the school under their supervision.
  • Participating in admissions programs as needed (e.g., open houses, student interviews, committee reviews).
  • Participating in cross-campus projects and worldwide Dwight-Franklin collaborations.
  • Reviewing all Upper School assessment data (internal and external), including AP, IB, PSAT, and other performance indicators.
  • Ensuring that data informs curriculum development, personalized learning strategies, and student success planning.
  • Working with Heads of Department to use data for reflection, goal-setting, and instructional improvement.

Benefits

  • Competitive salary
  • Health insurance
  • Retirement plan
  • Professional development opportunities
  • Tuition remission for dependents
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service