Deputy General Manager – Administration & Governance (Full-Time)

Description

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 (DGM–A&G) is a senior leadership role responsible for the Foundation’s governance, financial integrity, compliance, covenants, information technology, and emergency response/resiliency planning. Reporting directly to the General Manager, this role safeguards the Foundation’s assets, ensures statutory compliance, and drives continuous improvement in HOA processes and systems.

The DGM–A&G provides direct leadership for Finance/Accounting, Compliance & Member Services, Covenants, and IT. This leader partners closely with the General Manager, Board committees, and community stakeholders to maintain transparency, accountability, and organizational preparedness. The DGM-A&G will work hand-in-glove with the complementary Deputy General Manager responsible for the Community & Member Experience at Pelican Bay. 

What You’Ll Do

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 (knowledge of FS 720 preferred).
• Develop and maintain policies and procedures that close gaps in 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.

Financial Management

• Lead the Finance/Accounting team in delivering accurate, timely, and transparent financial reporting for ~$25M in annual operations.
• Partner with the GM and Treasurer on budgeting, forecasting, and capital planning.
• Monitor performance, strengthen internal controls, and ensure audit readiness.
• Provide financial insights and recommendations to the GM, Treasurer, Finance Committee, and Board to enable informed decisions.

Compliance & Member Services

• Oversee the Compliance function, ensuring consistent enforcement of community 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 (DRC).
• Ensure covenant standards are applied consistently and in alignment 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 and plan.

Information Technology & Governance

• Lead the IT function to ensure secure, reliable, and efficient systems across the Foundation.
• Oversee IT governance in line with the Business System Governance Charter, including quarterly certifications and roadmap reporting.
• Strengthen data security, backup protocols, and access rights to ensure confidentiality and business continuity.
• Ensure IT services are responsive to their “customers”; the Foundation’s departments; with urgency and accountability.
• Manage Bulk Media services as part of the IT portfolio.
• Manage vendor relationships and technology strategy to support efficiency and member engagement.

Emergency Response & Resiliency

• Lead the Foundation’s cross-functional Emergency Response Team, composed of Team Members from multiple departments.
• Ensure readiness, training, and effective response for hurricanes and other emergencies.
• Oversee all preparedness, communication, and recovery activities, ensuring services are restored quickly and safely post-event.
• Collaborate with Collier County, first responders, and external agencies to align response and resiliency efforts.
• Partner with the Resiliency Committee to develop, refine, and report on resiliency strategies.

Strategic Development & Continuous Improvement

• Identify inefficiencies across Finance, Compliance, Covenants, IT, and governance functions.
• Implement process improvements, new policies, and systems that strengthen transparency and accountability.
• Benchmark against leading associations and industries to bring innovation into Pelican Bay governance.
• Build a culture of continuous improvement, empowering Team Members to suggest and adopt better ways of working.

People & Culture

• Mentor and support directors in Finance, Compliance, Covenants, and IT.
• Promote Pelican Bay as a fun, fulfilling, and energizing place to work, where Team Members are valued and respected.
• Align department goals with Foundation mission and community 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

Requirements

Skills & Experience

• 10+ years of leadership experience in finance, administration, governance, or risk management.
• Demonstrated success overseeing Finance/Accounting, Compliance, or IT functions in complex organizations.
• History of embedding long-term strategic direction into day-to-day actions
• Strong knowledge of HOA governance, statutory compliance, and records management; experience with Florida Statute 720 preferred.
• Proven ability to lead emergency preparedness and resiliency planning.
• Strong financial acumen, including budgeting, internal controls, and audit processes.
• Familiarity with covenants, permitting, or construction review preferred.
• Strong IT acumen, with experience in governance, cybersecurity, data security, and vendor management.
• Excellent communication and collaboration skills; effective at engaging committees, staff, and members.

Education

• Bachelor’s degree in Accounting, Finance, Business Administration, Information Systems, or related field required.
• Master’s degree preferred.
• CAM license required (or obtained once employed).

Leadership Competencies / Attributes

• Governance Partner – transparent, detail-oriented, and collaborative with Board and committees.
• Financial Steward – ensures accuracy, accountability, and fiscal discipline.
• Risk Manager – leads resiliency and emergency response planning with confidence.
• Process Improver – closes process gaps with policies, procedures, and technology solutions.
• Collaborative Leader – builds trust with the Finance Committee, IT Steering Committee, Resiliency Committee, and other governance groups.
• Culture Carrier – champions a workplace where Team Members feel valued, supported, and energized.

Compensation & Benefits

Pelican Bay Foundation offers a competitive total compensation and benefits package, including eligibility for annual bonus. Benefits include:

• Generous Paid Time Off (PTO) & Paid Holidays
• Medical, Dental, and Vision coverage
• 401(k) with employer match
• Company-paid life, disability, and AD&D insurance
• Free team member meals
• Employee Assistance Program

Our Core Values

Every Team Member at Pelican Bay Foundation lives by our Core Values:

• Welcoming: Create and embrace a sense of community and belonging for all.
• Collaborative: Leverage collective genius through communication, teamwork, and continuous improvement.
• Positive: Remain open to new ideas and use creative problem-solving to deliver exceptional member satisfaction.
• Respectful: Always do the right thing, even when difficult, and treat others with fairness, consistency, and respect.