Portfolio Manager — Community Association & Resort Operations
Location: Siesta Key, Florida (with regular travel between assigned communities and properties)
About Us
We serve the Siesta Key community from two complementary angles: professional condominium and homeowners association management, and premier vacation rental and resort property management. We combine the operational discipline of association management with the guest-focused hospitality of vacation rentals — all built on transparency, accuracy, partnership, and responsiveness.
Position Summary
This dual-scope role oversees both a portfolio of condominium/HOA communities and the day-to-day operations of resort/vacation rental properties. The ideal candidate is equally comfortable in a Board meeting discussing reserve budgets and on-property resolving a guest concern. You'll serve as the primary liaison between Boards of Directors, homeowners, guests, vendors, and internal staff — ensuring every community and property is managed professionally, safely, and in full compliance with governing documents, Florida Statutes, and company policy.
Minimum Qualifications
- Active Florida Community Association Manager (LCAM) License in good standing with the DBPR (required)
- Minimum 3–5 years of experience managing condominium/HOA communities in Florida preferred
- Experience in resort, hotel, or vacation rental management (5+ years preferred)
- Strong working knowledge of Florida Statutes Chapters 718 (Condominiums) and 720 (Homeowners Associations)
- Bachelor's degree in Hospitality Management, Business Administration, or related field preferred
- Valid Florida driver's license and reliable transportation
- Proficient with Microsoft Office (Word, Excel, Outlook); experience with Buildium and vacation rental property management software (e.g., Streamline) strongly preferred
- Excellent written and verbal communication skills
- Ability to manage multiple communities, properties, and competing priorities simultaneously
Key ResponsibilitiesBoard & Community Relations
- Serve as primary point of contact for assigned Boards of Directors, homeowners, and vendors
- Prepare for and attend Board, annual, membership, budget, and committee meetings, including occasional evenings
- Prepare meeting agendas, management reports, materials, and follow-up action items
- Draft owner communications: newsletters, assessment notices, policy updates, violation letters, election materials
- Respond promptly and professionally to homeowner inquiries, concerns, disputes, and records requests
Guest & Resort Operations
- Oversee daily operations of resort/vacation rental properties, ensuring smooth and efficient service
- Lead and motivate a team of hospitality staff, including housekeeping, maintenance, and front desk
- Resolve guest inquiries and complaints promptly to ensure exceptional guest experiences
- Implement and monitor quality assurance programs to maintain high service standards
- Monitor and analyze guest feedback, implementing improvements as needed
- Collaborate with the marketing team to promote properties and enhance occupancy rates
Property & Community Operations
- Conduct routine inspections of communities and resort properties to identify maintenance, safety, and operational needs
- Coordinate maintenance, repairs, capital improvements, and preventative maintenance initiatives
- Monitor vendor performance, obtain competitive bids, negotiate contracts, and track vendor insurance/licensing compliance
Financial Management
- Partner with the accounting team and Boards to prepare and monitor annual operating and reserve budgets
- Assist with reserve planning, special assessments, and long-term capital improvement planning
- Develop and manage resort/property budgets, ensuring financial objectives are met
- Review monthly financial reports with Boards and provide operational recommendations
- Monitor contract expenditures and assist with budget compliance
Governance & Compliance
- Ensure associations comply with governing documents, Florida Statutes Chapters 718 and 720, insurance requirements, and company policies
- Maintain compliance with all local regulations and company policies across resort operations
- Support annual meetings, Board elections, and governance requirements
- Maintain accurate, organized association and property records (electronic and physical)
Administrative & Technology
- Utilize Buildium for association work orders, communications, financial reporting, and document management
- Utilize Streamline vacation rental/property management software for resort operations, bookings, and reporting
- Collaborate closely with accounting, administrative staff, vendors, and Board members to ensure timely follow-up and exceptional service
Skills & Qualities
- Professional, approachable, and relationship-focused
- Strong leadership and team-building skills
- Highly organized with exceptional attention to detail
- Calm under pressure and adaptable to changing priorities
- Skilled in customer service, negotiation, conflict resolution, and problem-solving
- Strong financial acumen and budget management experience
- Self-motivated with outstanding organizational and time management skills
- A collaborative team player with a positive attitude and commitment to exceptional service
Compensation & Benefits
- Competitive salary based on experience and portfolio/property size, plus performance-based bonuses
- Health insurance reimbursement
- Paid time off and company holidays
- Continuing education and professional development support
- Supportive administrative and accounting teams
- Opportunities for career growth and advancement across both association management and resort operations
Work Location
In-person, Sarasota/Siesta Key, Florida, with regular travel between assigned communities and resort properties. Limited administrative work may be completed remotely when appropriate.
Equal Opportunity Employer
We are an equal opportunity employer and encourage applications from all qualified individuals. We celebrate diversity and are committed to an inclusive environment for all employees.
Apply Today
Please submit your resume along with a copy of your active Florida LCAM license (if applicable) and any relevant hospitality/resort management experience. We look forward to learning how your experience can strengthen both the communities and the properties we proudly serve.
Pay: From $65,000.00 per year
Benefits:
- Health insurance
- Paid time off
Experience:
- managing condominium and homeowners associations: 5 years (Required)
License/Certification:
- Florida Community Association Manager (CAM) License (Required)
Ability to Commute:
- Sarasota, FL 34242 (Required)
Work Location: In person
