On behalf of our retail industry client in Grand Cayman, we are seeking a motivated self-starter who enjoys the challenge of continuous improvement and can bring verifiable expertise to the company’s IT function. Reporting to the CFO, the post holder will assume responsibility for the overall performance, security, and support of all hardware, software and network infrastructure. They will play a key role in systems planning, design, procurement, installation, configuration, monitoring, maintenance, security, documentation and support. They will also coordinate and supervise the work of third-party IT providers.

The IT Manager will be responsible for systems including:

• Servers & Virtualization: Windows Server 2016/2022, Hyper-converged infrastructure, HPE Servers, VMware ESXi and vSphere clusters
• Applications: Microsoft SCCM/SCOM, RemoteApp, Exchange, Microsoft 365, Endpoint protection, Citrix Metaframe, Veeam Backup & Replication, VMware Site Recovery Manager, SQL Server, Retail management, timekeeping and accounting applications
• Storage & Backup: BCP/DR, Hyper-converged virtual SANs, site-to-site replication to DR site
• Network: Next-Gen Palo Alto firewall cluster, HP/Cisco switches, wireless access points, and radios
• Connectivity: Fiber and DSL connections, VPN, Mitel UC telephony, cell service admin
• Workstations: Retail Point-of-sale stations, desktop workstations, virtual sales POS systems
• Networked Devices including Biometric timekeeping devices, Multi-function IP printers,
• Building Management Systems: Fire alarm, security system, lighting controls, IP CCTV systems

We are seeking the following in a preferred candidate:

• A minimum of 10 years of relevant IT management and systems administration experience
• Current certifications in the core technologies in place such as Microsoft (M365, Core Infrastructure, Exchange etc.), VMware VCP, Cisco CCNP, ITIL and CISSP (or similar)
• Demonstrable commitment to professional development, ongoing technical training and industry certification.
• Ability to prioritize, manage and report a deadline-sensitive IT workload, and manage IT projects
• Willingness to resolve issues that may occur outside normal office hours.

This is a full time, employee-based role in beautiful, TAX FREE Grand Cayman. Due to the international move required, we are seeking highly portable candidates who are adaptable and have outside interests that correspond to the unique lifestyle offered in the region.

The successful candidate will enjoy the opportunity to live and work in Grand Cayman with a well-established, reputable organization while earning competitive, tax-free compensation! Health insurance program, relocation support and other benefits will also be available.

Last update: February 24, 2025