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! 

We are seeking a motivated IT professional with relevant industry certifications who can bring verifiable expertise to our client’s IT function.

Reporting to the organization’s CFO, and acting in a fully hands-on technical 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 location (and possibly one or more related companies), including the direct, hands-on 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: Firewalls, Switches, Wireless AP’s
• Connectivity: Fiber and DSL connections, VPN, Mitel UC telephony, cell service admin
• Workstations: Retail POS system and stations , desktop and laptop workstations
• 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.

The Employer seeks a self-starter who has demonstrated a commitment to ongoing training and industry certifications. At minimum, they request the following:

1. Windows Server Hybrid Administrator Associate or MCSE Core Server 2016 certification
2. Microsoft 365 / Windows 11 certification(s)
3. VMware (VCP6 or newer) certification
4. Microsoft Exchange certification

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, ongoing training/certification allowances and other benefits will also be available.