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Upper School Dean of Students
The Bolles School
Application
Details
Posted: 11-May-26
Location: Jacksonville, Florida
Type: Full Time
Required Education:
4 Year Degree
Position Summary
The Dean of Students plays an important role in supporting the academic, social, and personal growth of Upper School students. This position helps foster a positive school culture grounded in respect, accountability, and strong relationships.
The Dean works closely with students, families, faculty, counselors, and staff to support student well-being, uphold community standards, and maintain a safe and inclusive learning environment. The Dean is a visible and active presence on campus and helps shape the overall student experience at Bolles. This position will commence with the 2026-2027 school year.
Essential Functions
Support and enforce student expectations as outlined in the Student/Parent Handbook
Oversee student behavior management and partner with faculty, advisors, counselors, and families to support students
Coordinate disciplinary responses, including matters involving the Discipline Committee
Serve as a key member of the response team in student-related crisis situations
Work with the Honor Council and faculty sponsors to uphold and promote the Bolles Honor Code
Communicate clearly and professionally with students and families regarding behavioral expectations and outcomes
Partner with counseling and student support teams to provide interventions and support for students in need
Help promote student leadership, engagement, and a positive campus culture
Maintain a visible presence throughout campus and at student events
Help supervise unstructured times including arrival, dismissal, breaks, lunch, and other student gatherings
Organize and oversee Saturday detentions and student workdays as needed
Monitor and enforce student parking expectations and follow up on violations
Support campus safety procedures and emergency response protocols
Coordinate with the Transportation Department regarding student behavior concerns
Attend after-school events, activities, and occasional weekend responsibilities as needed
Partner with academic leadership regarding attendance, student support, and concerns impacting student success
Qualifications
Bachelor’s degree required; Master’s degree in Education, Counseling, Leadership, or a related field preferred
Minimum of 5 years of experience working in a high school environment, preferably in student leadership or student support
Strong interpersonal, communication, and relationship-building skills
High degree of emotional intelligence, discretion, professionalism, and sound judgment
Demonstrated understanding of adolescent development, student accountability, conflict resolution, and restorative practices
Candidates with experience as an athletic coach or with oversight of extracurricular programs are preferred qualifications for the position
General Expectations
Support and reflect the mission and values of the School
Build meaningful relationships across the school community
Promote a culture of respect, inclusion, accountability, and belonging
Model professionalism, integrity, and ethical behavior
Maintain appropriate confidentiality regarding student, family, and personnel matters
Take on additional responsibilities as assigned by the Head of Upper School
Physical Requirements
Ability to move safely around a large campus and supervise students in a variety of settings
Ability to stand and walk for extended periods during the school day and at school events
Ability to lift and carry up to 25 pounds occasionally
Ability to work evenings and weekends as needed for student supervision and school events
Capable of responding quickly in emergency situations
Bolles proudly employs over 500 full-time, part-time, and seasonal faculty, staff, coaches, and administrators. Serving more than 1,800 students across four campuses in Grades Pre-K through 12, Bolles has a rich history of tradition and achievement that extends to our hiring practices and the professionalism and respect earned within the independent school community.