Lead hands-on VMware and Windows Server administration as an IT Manager based on-site in George Town, Grand Cayman. Relocation is required for this permanent position.
Reporting to the CFO, this experienced IT Manager supports the technology workplace serving a primary retail operation and related businesses. The work emphasizes systems administration, Microsoft 365, Exchange, infrastructure, security, and business continuity across several sites.
Key Responsibilities: Administer Windows Server and Active Directory environments
Support Microsoft 365 and hybrid Exchange
Manage VMware ESXi and vSphere infrastructure
Coordinate upgrades, projects, security, and service providers
Maintain backups and disaster recovery processes
Requirements: At least 10 years of systems administration experience
At least 10 years of IT infrastructure experience
VCP-DCV or equivalent VMware certification
Windows Server certification such as AZ-800/AZ-801
After-hours and on-call availability
Apply your VMware, Windows Server, Microsoft 365, and Exchange expertise to essential infrastructure operations in Grand Cayman.

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