IT Manager - Cayman Islands

IT Infrastructure Manager (IT Manager) – Cayman Islands

USD $100 - 120k annual salary (approx. CAD $140–170k), tax-free, plus other benefits.

An established Cayman Islands organization is seeking an experienced, hands-on IT Manager to oversee and support the technology environment for its primary retail operation and related businesses.

Reporting to the CFO, the IT Manager will serve as the organization's sole internal IT resource, with responsibility for its IT infrastructure and day-to-day technology operations. The emphasis is on hands-on systems administration and technical expertise rather than staff management, although the role also involves coordinating with external IT service providers, including an MSP.

Key Qualifications

The employer is particularly interested in professionals with strong practical experience in VMware, Windows Server, Microsoft 365 and Exchange, together with relevant industry certifications, including:

• VMware: VCP-DCV or equivalent VMware certification
• Microsoft: Windows Server administration (AZ-800/AZ-801 or equivalent)
• Microsoft 365: Relevant administration certification
• Microsoft Exchange: Certification or specialized training would be an asset
• ITIL: Certification or equivalent training would be an asset

Applicants with extensive hands-on experience who hold some, but not all, of these certifications are also encouraged to apply.

Technical Environment & Responsibilities

The environment includes Windows Server, Active Directory, Microsoft 365, hybrid Exchange, VMware ESXi/vSphere, Veeam backup and disaster recovery, Fortinet firewalls, Ubiquiti UniFi and Cisco networking, Synology NAS, and various retail and business systems.

Responsibilities include systems administration, infrastructure support, troubleshooting, network security, backups, disaster recovery, technology upgrades and projects, and coordination with external IT service providers. Some after-hours and on-call availability will be required.

Location & Compensation

This is a permanent, full-time position based on-site in George Town, Grand Cayman. Applicants must be willing and able to relocate to the Cayman Islands.

The employer offers a tax-free salary of USD $100–120k, health insurance, pension, ongoing training and certification support, relocation assistance and an employer-arranged work permit.

Interested in learning more?

Please apply or contact Jason Squires for further details or a confidential discussion.