2025-26 Dean of Students - Grades 11 & 12

About Gulliver Preparatory School

Gulliver Prep is what’s now and what's next in education – Miami's school of choice for challenging, future-ready, personalized learning to meet the needs and fuel the aspirations of our diverse and dynamic community. Alongside our experienced and dedicated faculty, our students discover their passions and shape powerful futures that meaningfully impact our world. Gulliver is a national model for teaching and learning where the intellectual curiosity of educators and students drives creativity, innovation, and the highest levels of achievement.

Founded in 1926 and later transformed under the visionary leadership of Marian C. Krutulis, Gulliver has been a leading school of distinction for nearly 100 years. To this day, our mission remains unchanged: to create an academic community devoted to educational excellence, with a personal touch, that fulfills each student’s potential. We are opening the world wide for members of our community to learn boldly, act with great heart, and lead wisely.

Summary Statement of Job

The Dean of Students for Grades 11 and 12 is a key member of the Upper School leadership team, responsible for maintaining a safe, respectful, and inclusive school environment. This role plays a central part in promoting positive student behavior, upholding the school’s Code of Conduct, and guiding students through the critical final years of high school. Balancing authority with mentorship, the Dean supports students in their personal growth, leadership development, and readiness for life beyond high school. Through proactive engagement and consistent accountability, the Dean helps students navigate challenges, build character, and graduate as responsible, self-aware individuals.

Essential Responsibilities

Student Discipline & Behavior Management

• Enforce and uphold the school’s Code of Conduct and behavior policies for 11th and 12th grade students.
• Address disciplinary infractions and behavioral violations with fairness, discretion, and a developmental approach.
• Lead or co-lead investigations of major school rules violations.
• Communicate promptly and effectively with students, parents, and faculty regarding disciplinary matters.
• Promote restorative justice and accountability, helping students learn from mistakes.
• Maintain detailed records of behavioral incidents and consequences.
• Partner with teachers to address classroom behavior concerns and implement interventions.
• Assist in managing detention programs.
• Meet with students to discuss behavioral concerns and set goals for improvement.
• Develop and monitor behavior contracts or intervention plans for students with behavioral concerns.

Student Support & Leadership Development

• Build strong, supportive relationships with students and act as a trusted adult mentor.
• Guide students through issues related to stress, peer conflict, digital behavior, and personal challenges.
• Collaborate with college counseling, academic advisors, and student support services to ensure holistic care.
• Work with faculty and staff to identify students in need of behavioral or emotional support.
• Encourage student leadership through clubs, peer mentoring, and grade-level initiatives.
• Support the development of student identity, voice, and purpose during the transition to adulthood.

School Culture & Programming

• Be a visible presence during school events, assemblies, and throughout the school day.
• Lead or assist in planning senior traditions, class meetings, graduation events, and student-led initiatives.
• Participate in decisions around school policy, discipline processes, and community expectations.
• Partner with faculty and advisors to ensure consistent communication of behavioral expectations.
• Facilitate programming on topics relevant to older students (e.g., ethics, time management, decision-making). 
• Collaborate with the leadership team when reviewing or updating the student handbook or discipline procedures.

Educational Requirements

• Bachelor’s degree required; Master’s degree in education, counseling, student affairs, or related field preferred.
• At least 4–6 years of experience in a high school or student life leadership role.
• Deep understanding of adolescent development, particularly in late adolescence.
• Strong judgment, discretion, and communication skills.
• Experience managing complex student issues with care and professionalism.
• Commitment to diversity, equity, inclusion, belonging and the school’s mission and values.

Desired Knowledge, Skills, & Abilities

• Experience in independent or college-preparatory schools.
• Familiarity with restorative practices, or character education.
• Confidence working with parents, particularly in times of conflict or concern.
• Collaborative leadership style with a student-centered approach.
• Bilingual or multicultural background a plus.

Pre-Employment Requirements

Criminal Background Check, Level II Fingerprint Screening(s) and Drug Screen.

Gulliver Prep is deeply committed to the principles of equity and diversity and seeks to create an inclusive community for all faculty and staff. Gulliver is an Affirmative Action/Equal Opportunity employer and a Drug Free Workplace.