Executive Assistant to President & Head of School

If you are unable to complete this application due to a disability, contact this employer to ask for an accommodation or an alternative application process.

Regular Full-Time Pinecrest, FL, US

4 days ago Requisition

About Gulliver Preparatory School

Gulliver is a leading school of distinction, founded in 1926 and rooted in a century of educational excellence. 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. Our dedicated educators are at the heart of this mission, as they empower our students to think, create, and grow with purpose, connecting the classroom to the real world, and preparing them for what’s next.

At Gulliver, we believe that success is not just what students achieve, but also who they become, and the role they play in shaping the future.

Rooted in the spirit of Miami, Gulliver embodies the city’s energy and innovation to create a learning environment that’s dynamic and future-facing. We aspire to be a national model for teaching and learning, where the intellectual curiosity of educators and students drives creativity, discovery, and the highest levels of achievement in the classroom, in our community, and beyond.

Working at Gulliver

Gulliver is a trusted guide for families, and our faculty and staff are core to building powerful relationships that ensure every child thrives. Our compassionate, inspired educators nurture individuality and character, fostering a culture of collaboration that challenges students to meet their full potential and prepare for a future full of possibility.

Join a community where passionate educators elevate their craft, inspire future-ready learners, and take teaching and learning to the next level!

Position Overview

The Gulliver Preparatory Executive Assistant (EA) to the Senior Leadership Team (SLT) is a trusted strategic partner to the school’s most senior leaders. This highly visible role requires a professional of the utmost discretion, judgment, organizational ability, and interpersonal sophistication who can operate effectively in a fast-paced and mission-driven independent school environment.

The EA serves as an extension of the SLT, helping to advance institutional priorities through exceptional communication, coordination, anticipation, and execution. The EA possesses not only outstanding administrative and operational skills, but also the strategic awareness and professional presence to “see the game” before it unfolds—proactively identifying needs, anticipating challenges and opportunities, managing sensitive communications, and ensuring the smooth coordination of leadership initiatives across the school community.

The EA is a poised, energetic, and deeply professional individual who thrives in dynamic environments, demonstrates excellent judgment under pressure, and is committed to supporting the mission and values of Gulliver Preparatory School.

• Manage and prioritize the dynamic calendars of the President, Head of School, and CFO/COO, ensuring strategic alignment of time, priorities, meetings, and institutional commitments.
• Prepare briefing materials, agendas, correspondence, talking points, and background information in advance of meetings, events, and decision-making opportunities.
• Document key decisions, action items, and next steps emerging from meetings and leadership discussions, and ensure timely, clear, and professional follow-up communication to appropriate stakeholders to support accountability, alignment, and execution.
• Anticipate emerging needs and proactively identify areas requiring preparation, follow-up, communication, or strategic attention.
• Support the SLT in maintaining effective communication and alignment across the leadership team and broader school community.
• Exercise exceptional discretion and confidentiality in all matters related to school operations, personnel, students, families, and governance.

Board of Trustees Coordination

• Coordinate all logistics and communications related to the board and committee meetings.
• Prepare and distribute board…