Assistant Director of Middle and Upper School

Title of position: Assistant Director of Middle and Upper School

Position type: Full time, exempt, 12-month position

Location: Antilles School, 7280 Frenchman Bay, St. Thomas, VI 00802

Start Date: July 1, 2024

Salary: Based on experience

Reports directly to: Middle and Upper School Division Director

Antilles School is an independent coeducational day school located on St. Thomas, in the US Virgin Islands. Antilles enrolls approximately 400 students in a toddler program through grade 12.

Excellence, diversity, and community are the guiding principles for each day at Antilles. We pride ourselves on inspiring each student to reach their potential in a multicultural setting that is one of the hallmarks of our school. Antilles combines educational excellence and character development to transform our students into young adults prepared for college, career, and life. Antilles strives to develop the whole child through challenging academic courses, technology, music, art, and athletics.

Antilles is committed to maintaining a diverse and gifted faculty and staff who reflect a generous spirit in their respect for knowledge and accomplishment, as well as for one another and the students we teach. Our mission is to enable students to acquire confidence in their individual talents and to value the gifts of others.

Antilles School is an Equal Opportunity Employer. Antilles does not discriminate on the basis of race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law. Employment decisions are decided on the basis of qualifications, merit, and demonstrated need.

Position Overview

The Assistant Director of Middle and Upper School works closely with the Director of Middle and Upper School to ensure that the mission and vision of Antilles School is being fully implemented. The assistant director is responsible for assisting in the day-to-day operations of the school as well as providing support to all school constituents. Key initiatives include supporting the professional growth of teaching faculty, program and curriculum development, student character development and accountability, and engaging in partnership with the parents and guardians of the students. Ideal candidates will demonstrate expertise and experience in leading pedagogical approaches, cultivating engaging differentiated learning environments, demonstrating an innovative approach to professional development, exceptional interpersonal skills, and a joyous and uplifting attitude.

Opportunity Highlights

• Working closely with school leadership to meet the goals of the school's current strategic plan.
• Supporting an environment focused on inclusion and belonging and implementing practices that lead to a more equitable, restorative, and anti-biased school environment.
• Enhancing the curricular program with best practices in student-centered instruction and scheduling and innovative approaches to learning.
• Collaborating with faculty who are committed to teaching in a student-centered environment.
• Building continuity of experience for students and families who transition between divisions and maximizing the benefits of the continuum of a PreK- Grade 12 program.

Key Responsibilities

• Supports student culture, access and belonging, and designs student life programs aligned with the Schools' mission and vision.
• Provides day-to-day support for faculty to craft forward-thinking and reflective learning environments
• Fosters a culture of partnership between the School and families/guardians, serving as a support liaison between the two.
• Collaborates and communicates with the Student Support Team and families to develop individualized behavior and/or academic support plans when needed.
• Collaborates with the Director of Teaching and Learning to lead professional learning opportunities, develop professional learning resources and keep faculty informed of relevant opportunities to ensure Antilles School remains a community of professional growth.
• Oversees the coordination of student life programming, assists in the planning and the presentation of school assemblies and programs and maintains a comprehensive calendar of school events.
• Supports the admission and re-enrollment activities for the Middle and Upper School and collaborates with the Admission Team to coordinate activities that introduce new students and families to Antilles School.
• Attends Middle and Upper School community events, including athletic events, arts performances, and other extracurricular activities and celebrations of accomplishments of the students.
• Other duties as assigned.

Educational Qualifications

• Advanced degree in educational leadership or related field preferred.

Skills, Abilities & Competencies

• Multicultural competence with experience working effectively in a diverse school setting.
• A creative student-centered educator who finds energy and joy working with kids of all ages.
• A willingness to put in long days while also modeling appropriate boundaries for others.
• Demonstrated success as a strategic thinker and effective manager with a systems approach to improvement and change.
• Demonstrated success as a steady, confident leader with the capacity to organize and motivate teams, guide others through challenges, and grow in the role.
• Deep knowledge of what are developmentally appropriate needs and behaviors of students in middle and upper school. Supervisory and coaching experience with teachers, and experience articulating and addressing the strengths and challenges evident through classroom observation and other feedback.
• Superb communication skills, in writing, in front of groups, in relationships with others and as a team leader.
• A commitment to the continued work of improving the School's diversity, equity, and inclusion programs and practices.
• Experience or demonstrated knowledge of appropriate resource programs and services for students with mild to moderate learning differences.
• At least 5 years of teaching or relevant experience.

How to apply

To apply, please submit the following to Shannon Harris, Head of School at

• A cover letter expressing interest in this position
• A current resume
• A one-page statement of educational and leadership philosophy

For more information on Antilles School, including employee benefits and our culture, please visit our website at

Antilles offers a competitive compensation package including health and retirement benefits.

Antilles is an equal opportunity employer and candidates with diverse backgrounds are strongly encouraged to apply. Antilles does not discriminate on the basis of race, color, religion, gender, gender identity, gender expression, sex, sexual orientation, national origin, ethnicity, age, marital status, citizenship, disability, or any other characteristic protected by law.

Antilles School is committed to providing equal opportunity and will make a good-faith effort to provide reasonable accommodations for employees with disabilities who are otherwise qualified to perform the essential functions of the job.