Deputy General Manager – Administration, Governance & Human Capital at Pelican Bay Foundation, Inc. – Naples, Florida

About Pelican Bay Foundation

Pelican Bay Foundation is a master homeowners association and premier luxury community in Naples, FL. One of the area’s largest exclusive enclaves, it spans more than three square miles and is bordered by pristine white-sand beaches. Our community offers one of the most diverse slates of amenities and activities in the region.

The Foundation manages all amenities and common areas, including two beach facilities with private restaurants, three racquet facilities, two boardwalks, a fitness and wellness center, a community center, and approximately ~90 acres of land. With more than 6,500 residences and thousands of members, Pelican Bay is widely regarded as one of the most desirable communities in the country.

About the Position

The Deputy General Manager – Administration, Governance & Human Capital (DGM–AGHC) is a senior leadership role responsible for the Foundation’s governance, financial integrity, compliance, information technology, human resources strategy, and organizational performance.

Reporting directly to the General Manager, this role safeguards the Foundation’s assets, ensures statutory compliance, and builds the organizational infrastructure required to support a high-performing, service-oriented team. This includes direct leadership of Finance/Accounting, Compliance & Member Services, Covenants, Information Technology, and Human Resources.

This role plays a critical leadership function in shaping workforce strategy, talent development, culture, and organizational effectiveness, ensuring Pelican Bay attracts, develops, and retains exceptional team members in support of its mission and member experience.

The DGM–AGHC partners closely with the General Manager, Board committees, and community stakeholders, and works hand-in-glove with the Deputy General Manager responsible for Community & Member Experience.

What You’ll Do

Financial Management

• Lead the Finance/Accounting team in delivering accurate, timely, and transparent financial reporting for approximately $25M in annual operations.
• Partner with GM & Treasurer on budgeting, forecasting, Capital spending, and funding plans.
• Monitor performance, strengthen internal controls, and ensure audit readiness.
• Provide financial insights and recommendations to the GM, Treasurer, Finance Committee, and Board for regular operations, annual planning and long-term strategic plans.
• Partner with business leaders to provide insightful analytics which inform decision making.

Human Resources & Organizational Leadership (Core Strategic Function)

• Provide executive leadership for the Human Resources function, including talent acquisition, onboarding, performance management, compensation, benefits, and employee relations.
• Develop and implement a comprehensive HR strategy aligned with the Foundation’s mission, culture, and operational goals.
• Lead workforce planning to ensure the organization is properly staffed and structured for both seasonal and long-term needs.
• Establish and refine performance management systems that drive accountability, development, and results.
• Partner with leadership to build succession planning and leadership development programs.
• Oversee compensation philosophy and structure, ensuring competitiveness, internal equity, and alignment with performance.
• Ensure compliance with all employment laws and regulations.
• Strengthen employee engagement, retention, and workplace culture consistent with Foundation Core Values.
• Provide guidance on organizational design, role clarity, and departmental effectiveness.
• Lead HR policy development and modernization, ensuring consistency, fairness, and operational practicality.
• Serve as a trusted advisor to the GM and leadership team on all people-related matters.

Administration & Governance

• Serve as staff liaison for governance-related committees, ensuring clear communication and responsiveness.
• Ensure compliance with Florida Statute 720 and all relevant governance requirements.
• Develop and maintain policies and procedures that strengthen governance, compliance, and member services.
• Provide reports, dashboards, and insights that give the GM, Board, and committees confidence in governance processes.
• Oversee official recordkeeping, member files, and timely responses to records requests within statutory deadlines.
• Engage third-party vendors, as needed, to fulfill records requests while safeguarding confidentiality and neutrality.

Information Technology & Governance

• Lead the IT function to ensure secure, reliable, and efficient systems across the Foundation.
• Oversee IT governance, including cybersecurity, data protection, and system reliability.
• Strengthen data security, backup protocols, and access rights to ensure confidentiality and business continuity.
• Ensure IT services are responsive to internal departments with urgency and accountability.
• Manage vendor relationships and technology strategy to support operational efficiency and member engagement.
• Seek opportunities to leverage technology in innovative ways to enhance Member experience, productivity, and operational efficiencies, positioning Pelican Bay as a premier community.

Compliance & Member Services

• Oversee the Compliance, ensuring consistent enforcement of rules and member policies.
• Manage issuance of Foundation cards, access systems, and other member services.
• Ensure fees, usage policies, and requests are processed fairly, accurately, and promptly.
• Drive process improvements that modernize HOA administrative systems and improve member service.

Covenants Oversight

• Manage review and approval processes for residential and commercial construction, renovations, and remodels in partnership with the Design Review Committee.
• Ensure covenant standards are applied consistently and aligned with community goals.
• Partner with counsel and the Board on disputes and enforcement matters.
• Report on covenant compliance trends to inform planning and decision-making.
• Ensure Pelican Bay has the proper covenants and legal structures in place to preserve and develop the community according to the long-term vision.

Emergency Response & Resiliency

• Lead the Foundation’s cross-functional Emergency Response Team.
• Ensure readiness, training, and effective response for hurricanes and other emergencies.
• Oversee preparedness, communication, and recovery activities.
• Collaborate with Collier County, first responders, and external agencies.
• Partner with the Resiliency Committee to refine long-term resiliency strategies.

Strategic Development & Continuous Improvement

• Identify inefficiencies across Finance, HR, Compliance, Covenants, IT, and governance.
• Implement process improvements, policies, and systems that strengthen transparency, accountability, and performance.
• Benchmark against leading organizations to bring innovation into Pelican Bay operations.
• Build a culture of continuous improvement across administrative and organizational functions.
• Incorporate environmental, regulatory, and resiliency considerations into governance, financial planning, and risk management decisions.

People, Culture & Leadership Development

• Build a high-performance culture grounded in accountability, collaboration, and continuous improvement.
• Mentor and develop department leaders across Finance, Compliance, Covenants, IT, and HR.
• Align organizational structure, talent, and strategic priorities.
• Reinforce Core Values in all interactions with Team Members, committees, and members.

Committee Partnerships

• Finance Committee
• IT Steering Committee
• Resiliency Committee
• Design Review Committee
• Member Policies & Relations Committee

Skills & Experience

• 10+ years of senior leadership experience in administration, governance, finance, or organizational leadership.
• Demonstrated success overseeing Finance, Compliance, IT, or similar functions in complex organizations.
• Proven experience leading Human Resources or People Operations, including performance management, compensation, and talent development.
• Strong knowledge of HOA governance, statutory compliance, and records management; Florida Statute 720 experience preferred.
• Strong financial acumen including budgeting, internal controls, and audit processes.
• Experience building or improving organizational structure, workforce planning, and HR systems.
• Familiarity with covenants, permitting, or construction review preferred.
• Strong IT governance and cybersecurity understanding are preferred.
• Environmental stewardship experience, especially in coastal areas, is a strong plus.
• Excellent communication and collaboration skills.

Education

• Bachelor’s degree in business, Finance, Accounting, Human Resources, or related field.
• Master’s degree preferred and CAM license required (or obtained upon employment).

Leadership Competencies / Attributes

• Governance Partner – transparent, disciplined, and collaborative with Board and committees
• Financial Steward – ensures accuracy, accountability, and fiscal discipline
• Talent Architect – builds and develops a high-performing organization
• Culture Builder – fosters engagement, accountability, and alignment with Core Values
• Risk Mitigator – leads resiliency and organizational risk management
• Process Improver – strengthens systems, policies, and execution
• Collaborative Leader – builds trust across departments and stakeholders
• Culture Carrier – champions a workplace where Team Members are valued and respected

Compensation & Benefits

Pelican Bay Foundation offers a competitive total compensation and benefits package and pride ourselves in providing a fun, evolving, culture-centric work environment.

All eligible regular full-time team members are offered the following benefits:

• Generous Paid Time Off (PTO) & Paid Holidays
• Medical, Dental, and Vision options on the first of the month following 30 days from your start date
• 401(k) with excellent employer match
• Free Team Member Meals
• Team Member Referral Bonus
• Company Paid Group Life, Disability and AD&D
• Company Paid Employee Assistance Program
• Company-provided uniforms

Our Core Values

Every team member joining our Foundation will share our Core Values:

• Welcoming: Help build and embrace a sense of community and belonging for all.
• Collaborative: Leverage our collective genius with a focus on clear communication, teamwork, and continuous improvement.
• Positive: Be open to new ideas and utilize creative problem solving to deliver exceptional experiences.
• Respectful: Always do the right thing, even when it is hard, and treat others with fairness, consistency, and respect.

Pelican Bay Foundation is an Equal Opportunity Employer and Drug Free Workplace.