IT Systems Manager

The holiday season may be over, but the weather outside is still frightful! If you’re an accomplished IT professional - with current Microsoft and VMware certifications – who has dreamed of working in a Caribbean environment, we’d love to speak with you about a full-time role with our retail client in the sunny, tax-free Cayman Islands!

IT Systems Manager – relocate to work in the Cayman Islands!

Approx. 140k - 175k+ $CAD equivalent, with no tax deducted!

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 networking technologies at a large retail location (and possibly one or more related companies).

This will include the direct, hands-on administration and management of:

• Windows Server 2016/2022, Hyper-converged infrastructure, VMware ESXi 8 and vSphere clusters
• Microsoft 365, Exchange, Endpoint management, SQL Server, Retail management, timekeeping and accounting applications
• Business Continuity/Disaster Recover planning, Veeam Backup, VMware Site Recovery Manager, site-to-site replication
• Switches, Wireless AP’s, Firewalls, VPN, UC Telephony
• Retail POS system and stations, desktop / laptop workstations, multifunction printers
• Building security systems, IP CCTV, lighting controls, IP CCTV systems
• Coordinating and supervising the work of third-party IT service providers as needed

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.

Our client seeks a self-starter who has demonstrated a commitment to ongoing training and industry certifications. At minimum, they seek the following qualifications:

• Windows Server Hybrid Administrator Associate or MCSE Core Server 2016 certification
• Microsoft 365 / Windows 11 certification(s)
• VMware (VCP6 or newer) certification
• Microsoft Exchange certification

Please note that this is a full-time role on-site in George Town, Grand Cayman. Due to the international move required, we are seeking a highly portable candidate who can relocate relatively easily.

Our client offers a competitive compensation package including a TAX FREE salary, ongoing training/certification allowances, health insurance and pension program. Relevant work permit application and relocation cost assistance is also offered by the employer.

If you’ve read this far, and a move to the Cayman Islands is a practical consideration, rather than clicking on the easy apply button, please feel welcome to contact Jason Squires directly for immediate consideration and/or a confidential chat.