Executive Director - Assisted Living (Florida CORE License)

Executive Director – Allegro Winter Park

Winter Park, FL | Monday–Friday | Flexible for After-Hours, Holidays & Weekends

Lead with vision. Inspire a team. Run a community that sets the standard.

Allegro Winter Park is seeking an experienced, dynamic Executive Director to lead one of our premier Assisted Living communities in the heart of Winter Park, Florida. This is a role for a proven senior living leader who is ready to take full ownership of community operations — driving census, developing teams, delivering exceptional resident experiences, and upholding the Allegro standard of excellence every single day.

If you're a licensed, experienced AL leader who thrives in a high-expectation, high-reward environment, we want to talk to you.

What You'll Own

• Provide visionary leadership and day-to-day operational oversight across all departments
• Drive census growth, occupancy strategy, and community reputation in the Winter Park market
• Recruit, develop, and inspire a high-performing leadership team and associate workforce
• Ensure regulatory compliance, quality of care, and resident satisfaction at the highest level
• Build and maintain strong relationships with residents, families, referral partners, and the broader community
• Oversee financial performance, budgeting, and operational efficiency
• Serve as the face of Allegro Winter Park — a visible, engaged, and respected community leader
• Be flexible and available for after-hours, holiday, and weekend needs as the community demands

What You Bring

• Florida CORE License (Executive Director License) — required
• Proven experience as a senior living Executive Director or senior operations leader in Assisted Living
• Strong track record of census growth, team development, and regulatory compliance
• Financial acumen and experience managing community budgets
• Exceptional communication, relationship-building, and leadership skills
• A genuine passion for seni...