Are you in a position to relocate easily and someone who would enjoy living and working in an idyllic Caribbean setting? Here's a unique opportunity to take on a hands-on IT leadership role with a well established retail employer in the sunny, TAX FREE Cayman Islands!

Grand Cayman is a premier offshore financial centre and home to a large population of international expats enjoying a change in lifestyle (and work-style!) offered in this unique setting.

Information Technology Manager - Grand Cayman, Cayman Islands

On behalf of our client in Grand Cayman, we are seeking a motivated IT professional with relevant industry certifications (Cisco, Microsoft, VMware, CISSP, ITIL) who can bring verifiable expertise to the company’s IT function.

Reporting to the organization's CFO, and acting in a fully hands-on capacity as the primary internal IT resource, the IT Manager will be responsible for the overall performance, security and resiliency of all hardware, software and networks utilized by a large retail operation (and possibly one or more related companies), including the management of:

• Servers & Virtualization: Windows Server 2016/2022, Hyper-converged infrastructure, HPE Servers, VMware ESXi 8 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

Requirements:

A minimum of 10 years of current, hands-on IT management and systems administration experience covering (as much as possible of) the technologies in place as listed above.

Current certifications required in the core technologies upon which the businesses rely including:

• Microsoft certifications: Microsoft 365, Windows Server, Exchange, MCSE Core Infrastructure 2016, Windows 10/11
• Cisco CCNP
• VMware VCP 2023
• ITIL
• CISSP or similar (may consider without if willing to complete CISSP within first year - employer supported).

Other attributes:

• A demonstrated commitment to professional development, ongoing technical training and certification. Employer will support.
• Ability to direct/lead the work of one IT administrator and coordinate the work of third party IT service providers as needed
• Ability to prioritize, manage and report a deadline-sensitive IT workload, and manage IT projects
• Willingness to resolve IT issues that may occur outside normal office hours.

This is a full time, employee-based role in sunny, 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.