Lifestyle Director

Castle Group•Boynton Beach, FL

About The Position

We're looking for a creative, energetic Lifestyle Director to be the heartbeat of our vibrant and active 55+ community. This is a role for someone who loves bringing people together, dreams up memorable experiences, and thrives on the energy of a community that genuinely wants to show up and participate. The Lifestyle Director plans, promotes, and oversees social events and programs that engage residents of all ages and interests — from longtime members to new neighbors, from quiet hobbyists to social butterflies. Above all, this role is about imagination and connection: designing innovative activities that make our community a place people are proud to call home.

Requirements

Education: Bachelor's degree (BA) preferred.
Experience: 5+ years in hospitality, event planning, or a similar role.
Creativity: A genuine knack for designing experiences that surprise and delight people of all ages.
People skills: Warm, approachable, and skilled at building relationships across a diverse community.
Communication: Excellent written and verbal communication, with strong interpersonal, negotiation, and conflict-resolution abilities.
Organization: Outstanding organizational skills, attention to detail, and the ability to juggle multiple events and deadlines. Willing to learn how to use Artificial Intelligence to improve efficiencies.
Judgment: Acts with integrity, professionalism, and confidentiality; uses good judgment under pressure.
Tech: Proficiency with Microsoft Office Suite and Canva (flyers creation) or similar
License: Valid Driver's License.

Responsibilities

Dream up great experiences. Create innovative, inclusive social activities, events, classes, and programs that engage residents across all age groups and interests.
Build the calendar. Plan, schedule, and publish a lively social calendar — distributed both electronically and in the clubhouse — in coordination with the Property Manager and Social Committee.
Bring events to life. Coordinate and execute all Association-funded events and shows end-to-end: budgeting, ticket sales, room scheduling, set-up, execution, and break-down.
Scout fresh talent. Meet with talent and travel agents, attend local showcases, and preview new entertainment, classes, and experiences to bring back to the community.
Partner with the community. Work closely with the Board liaison, Social Committee and Restaurant committee chair people, Restaurant & Bar Staff, fitness provider and sports professionals to create and execute events. Serve as management representative to the Club Presidents, and similar groups.
Show up. Attend the events you create — be a visible, welcoming presence that residents recognize and trust.
Negotiate and contract. Handle contracts for shows, workshops, classes, and other entertainment.
Tell the story. Create and distribute performer bios, event itineraries, posters, flyers, e-blasts, and articles for community publications. Edit and produce the Community Association Newsletter.
Keep good records. Maintain complete files and accurate financial records for all events — check requests, ticket sale reconciliations, deposits, and sales/usage tax reporting. Update the community access channel and other relevant media, and prepare reports for management.
Keep everyone safe. Ensure safety precautions are followed at all events and activities.