Job Description

Job Location: San Jose Campus - Jacksonville, FL 32217Education
Level: 4 Year Degree
Job Category: Academics

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