General Manager / Executive Director (Large Scale Master Association) Sarasota, FL $140,000–$170,000+ / year (based on experience) + performance bonus
OVERVIEWThis is a General Manager / Executive Director opportunity with one of the largest master-planned community associations in the region — dozens of sub-associations, a commercial village center, and senior living/assisted care facilities all under one umbrella. The board is seeking a strategic leader: long-range planning, capital projects, and vendor relationships, with a strong team already in place to handle daily operations.
️ WHAT YOU'LL DO
Set the community's long-range strategic direction, including capital improvement planning and reserve funding recommendations
Lead and develop on-site staff and department heads across dozens of sub-associations
Report directly to the Board of Directors and turn community priorities into an executable operating plan
Coordinate with outside vendors, developers, and contractors on major capital and infrastructure projects
Oversee operating and capital budgets, working closely with the finance team on reserve studies and assessments
Manage a mixed portfolio that spans residential sub-associations, a commercial village center, and senior care/assisted living operations
Lead the rollout and adoption of community-management software to modernize back-office operations
Make sure every sub-association stays compliant with governing documents, state HOA law, and CAI best practices
Represent the community to municipal officials, county agencies, and other outside stakeholders
WHY YOU MATTERThis is a long-established community with thousands of homeowners who are counting on this community being run well for the long haul. Get the budgeting, vendor relationships, and staff development right, and everything else — property values, resident trust, day-to-day quality of life — follows from that.
WHAT IT TAKES
10-15+ years managing large-scale, master-planned community associations
PCAM (Professional Community Association Manager) designation strongly preferred
Real experience managing multi-million dollar operating and reserve budgets
A track record of working directly with a Board of Directors and executing on their priorities
Experience negotiating and managing vendor and developer relationships
Comfortable stepping back from tactical work to focus on strategy and long-range planning
Familiarity with CINC Systems or similar community-management software is a strong plus
Strong communicator — in writing, in board meetings, and out in the community
Some commercial or mixed-use facilities background is a plus given the scope of this portfolio
THE PERKS!
$140,000–$170,000+ per year depending on experience, plus an annual performance bonus
Health, dental, and vision insurance
Short-term disability, long-term disability, and life insurance
401(k) with a 50% match up to 6% of salary
Full reimbursement for CAI dues and continuing education programs
Relocation assistance available
Numbers & Facts
Location
Sarasota, Florida
Salary
$140,000–$170,000 Per Year
Skills
Assisted Livingunmatched
Best Practicesunmatched
Board Meetingunmatched
Budgetingunmatched
Capital Budgetingunmatched
Capital Projectunmatched
Communication Skillsunmatched
Dental Insuranceunmatched
Financeunmatched
Fundingunmatched
Negotiation Skillsunmatched
Operationsunmatched
Staff Developmentunmatched
State Laws and Regulationsunmatched
Strategic Planningunmatched
Supplier Relationship Management (SRM)unmatched
Vendor/Supplier Relationsunmatched
Vision Planunmatched
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