Senior Property Manager

Heritage Holdings Group of Companies•Venice, FL

27d•KYD 72,800 - KYD 101,900•Onsite

About The Position

At Heritage Holdings Group, property management is about more than maintaining buildings. It is about looking after the homes, workplaces and shared spaces that matter to the people who use them, while protecting the long-term value of the properties entrusted to us. We are looking for an experienced Senior Property Manager to lead the day-to-day management of a diverse portfolio of commercial and high-end residential properties across Grand Cayman, including strata developments, homeowners' associations, offices and retail spaces. This is a senior, hands-on leadership role for someone who can bring together strong property operations, financial discipline, client service and team leadership. You will be the senior point of accountability across your assigned portfolio, working closely with property owners, strata committees, HOA boards, tenants, residents, service providers and our internal teams.

Requirements

Minimum 5 years' relevant property management experience, including responsibility for a property portfolio and supervision of a team.
Experience managing commercial and high-end residential properties, including strata developments and HOAs.
Proven experience preparing and monitoring property budgets, reviewing expenditure and producing client reports.
Experience negotiating commercial and residential leases and renewals.
Working knowledge of leases, strata by-laws, unit entitlements, restrictive agreements and developer transition and handover.
Sound understanding of building systems, preventative maintenance and disaster preparedness.
Rent Manager experience is essential, together with proficiency in Asana and Microsoft Office.
Sound knowledge of the Grand Cayman rental market and Cayman Islands strata and property-management practices.
Valid Cayman Islands driver's license and access to a reliable vehicle. Confirmed.

Nice To Haves

Bachelor's degree in Property Management, Real Estate, Business Administration or a related field preferred.

Responsibilities

Lead the Portfolio - Take ownership of the day-to-day management of an assigned portfolio, ensuring properties are well maintained, clients are well served and operational priorities remain on track.
Manage Property Operations - Oversee property inspections, preventative maintenance, repairs and building systems, including air-conditioning, fire alarms, security systems, elevators, landscaping, pools and cisterns. You will also help ensure properties are prepared for hurricanes and other operational emergencies.
Own the Financial Picture - Lead the preparation of annual strata, HOA and common-area maintenance budgets, monitor expenditure, investigate variances and provide clear financial and operational reporting. You will also monitor market rental rates and lead lease negotiations and renewals within approved parameters.
Build Trusted Client Relationships - Serve as a senior operational contact for property owners, strata committees, HOA boards, tenants and residents. You will manage expectations, resolve concerns and maintain clear, professional and responsive communication.
Lead the Team - Set priorities and service expectations for Property Managers and the Maintenance Team, allocate workloads and resources, coach team members and address performance or service concerns when required.
Manage Service Providers - Coordinate and monitor contractors and service providers, ensuring scopes of work, costs, safety requirements and performance expectations are clear and that agreed standards are consistently delivered.
Support Strata, HOA & Property Transitions - Coordinate AGMs and committee meetings, maintain accurate property records and support developer transitions and property handovers, including warranties, outstanding defects and maintenance arrangements.