Director of Parent, Alumni & Community Engagement

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

Gulliver Preparatory School seeks a Director of Parent, Alumni & Community Engagement to lead the strategy, systems, and execution of how the School builds and sustains relationships with families, alumni, and key community partners. This role is responsible for developing a cohesive, future-facing engagement strategy that strengthens community, advances a culture of philanthropy, and supports Gulliver’s mission during a historic moment — the School’s Centennial and The Next 100 Campaign.

The Director will serve as the strategic lead and operational owner of parent and community engagement, ensuring that every touchpoint — from supporting the team and the process of onboarding new families to signature events and volunteer leadership — reflects Gulliver’s values, reinforces our priorities, and meaningfully deepens connection, trust, and investment in the School.

This role blends strategy, relationship leadership, program design, and executional excellence and is ideal for a leader who is both highly relational and highly organized, with the ability to operate at both the big-picture and detail level. Core Responsibilities Strategic Leadership & Engagement Design and implement a comprehensive parent, alumni, and community engagement strategy aligned with Gulliver’s Strategic Plan, Centennial, and Campaign priorities.

Serve as the senior liaison between the School and the Parents Association, Alumni Council, and other key volunteer and constituent groups. Use engagement strategically to support institutional goals including philanthropy, enrollment strength, reputation, and long-term community investment. Identify and develop new engagement models and programs that reflect the evolving needs and interests of our families and alumni.

Parent & Volunteer Leadership Recruit, onboard, support, and mentor parent and volunteer leaders–in conjunction with school leadership–across the Parents Association, Alumni Council, and campaign-related committees. Ensure clarity of purpose, roles, expectations, and accountability for all volunteer bodies. Serve as a trusted advisor for parent and community questions or concerns, escalating when appropriate.

Events & Signature Experiences Lead the planning and execution of a strategic calendar of engagement and stewardship events, including but not limited to: New family engagement via advancement Parent coffees and community gatherings Alumni and grandparent events Gala and signature fundraising events Strategic donor, prospects, and volunteer cultivation and appreciation events Ensure that all events are purposeful, mission-aligned, and reflect Gulliver’s brand, standards, and values.

Stewardship & Development Partnership Support donor stewardship, prospect engagement, and philanthropic strategy. Provide insight into family interests, networks, and relationships to support cultivation and stewardship efforts. Help integrate philanthropy education, service learning, and global citizenship into the broader engagement strategy.

Hold an active solicitation portfolio. Communications & Coordination Oversee the development of written, visual, and verbal communications related to engagement, events, and community initiatives. Partner with Marketing and Communications to ensure consistent messaging and brand alignment. Support faculty and staff in navigating parent and volunteer relationships with clarity and confidence.

Team Leadership & Systems Manage and mentor engagement and parent relations staff, ensuring strong performance, accountability, and professional growth. Develop and maintain systems and processes that allow the engagement function to operate efficiently, consistently, and at scale. Track participation, engagement, and outcomes to continuously improve strategy and execution.

Qualifications

& Attributes Bachelor’s degree required; advanced degree preferred. 7+ years of experience in engagement, advancement, nonprofit, education, or related fields. Demonstrated success building relationships across diverse communities and constituencies. Strong strategic thinking paired with excellent execution and organizational skills.

Exceptional written and verbal communication skills. Comfort working with senior leaders, volunteers, donors, and families. High emotional intelligence, discretion, and sound judgment. Ability to manage multiple complex projects simultaneously with grace and rigor. Deep alignment with Gulliver’s mission, values, and commitment to excellence, belonging, and purpose.

Pre-Employment Requirements Criminal Background Check, Level II Fingerprint Screening(s), and Drug screen. Gulliver 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.