Reports directly to: Middle and Upper School Division Director
Department: Administration
Position Type: Full-time Exempt
Location: Antilles School, 7280 Frenchman Bay, St. Thomas, VI 00802
Position Summary:
The Dean of Students is a whole-school leader responsible for supporting student life, culture, and well-being across Antilles School. While the role works most closely with Middle and Upper School students, the Dean serves as a visible and engaged presence across all divisions, promoting a positive, inclusive, and developmentally appropriate student experience.
As a member of the school’s leadership team, the Dean of Students partners with division leaders, counselors, faculty, and families to support student conduct, social-emotional development, and community life. The Dean may also teach 1–2 classes annually, maintaining a direct connection to students and the academic life of the School.
Core Responsibilities:
Student Life, Culture & Belonging
Provide leadership for student life initiatives that promote inclusion, belonging, character development, and positive school culture
Serve as a visible, accessible presence for students across divisions
Partner with division leaders to ensure consistent expectations for student behavior
Support student leadership opportunities, assemblies, traditions, and community programs
Student Support, Conduct & Wellness
Develop and oversee student conduct processes using restorative practices
Collaborate with counselors and the Student Support Team
Serve as a family point of contact for student life matters
Support crisis response and student safety initiatives
Support student policy development and review
Teaching & Faculty Collaboration
Teach 1–2 classes upon request
Model effective classroom practice
Collaborate with faculty to support advisory programs
Collaborate with faculty to support student conduct and behavior interventions
Qualifications & Skills:
Bachelor’s degree required; advanced degree preferred
Demonstrated experience in education or student life leadership
Strong understanding of child and adolescent development
Excellent communication and conflict-resolution skills, with the ability to convey information to parents, students, staff, and external partners in a friendly, consistent, and clear manner
Ability to work effectively both independently and as part of a collaborative leadership team
High level of professionalism, discretion, and customer service orientation
Multicultural competence and ability to work effectively in a diverse school community
Strong organizational skills with the ability to manage schedules, priorities, and timelines in a fast-paced environment with frequent interruptions
Comfortable using Google Suite and school-based technology systems and able to learn new tools and platforms as needed
Antilles School is an Equal Opportunity Employer. We are committed to providing an inclusive and welcoming environment for all members of our community. Employment decisions are based on qualifications, merit, and school needs. Antilles School does not discriminate on the basis of race, color, religion, sex, national origin, age, disability, genetic information, or any other protected status under federal, state, or local laws.
Applicants requiring reasonable accommodation for any part of the application process due to a disability may contact us to request assistance. Information received related to accommodation will be treated confidentially.
This job posting is intended to convey information essential to understanding the scope of the position and is not intended to be an exhaustive list of duties, responsibilities, or qualifications. Antilles School reserves the right to modify job descriptions or job postings at any time, as business needs may dictate.