IT Manager - relocate to the Cayman Islands - TAX FREE!

JR United Kingdom; United Kingdom; On-site; GBP 60,000 - 100,000; Full time

Job summary

A forward-thinking company is seeking a dedicated IT Manager to relocate to the idyllic Cayman Islands. This full-time role offers a unique opportunity to lead IT operations in a tax-free environment, ensuring the performance and security of all technology systems for a prominent retail organization. The ideal candidate will have extensive experience in IT management and a commitment to professional development. Enjoy a competitive tax-free salary, health insurance, and relocation support while embracing a vibrant lifestyle in a beautiful Caribbean setting. If you're ready for a change and have a passion for technology, this role is for you.

Benefits

Health Insurance Program

Relocation Support

Competitive Tax-Free Compensation

Qualifications

• 10+ years of hands-on IT management experience required.
• Current certifications in Microsoft and VMware technologies are essential.

Responsibilities

• Manage overall performance, security, and resiliency of IT infrastructure.
• Lead IT projects and coordinate third-party IT service providers.

Skills

IT Management

Systems Administration

Microsoft 365

VMware

Cisco

ITIL

CISSP

Education

Relevant Industry Certifications

Tools

Windows Server 2016/2022

Hyper-converged Infrastructure

VMware ESXi 8

Microsoft SCCM/SCOM

SQL Server

Palo Alto Firewall

HP/Cisco Switches

Job description

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IT Manager - relocate to the Cayman Islands - TAX FREE!, united kingdom

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Client:

Squires Partners Inc.

Location:

Job Category:

Other

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EU work permit required:

Yes

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Job Views:

2

Posted:

08.05.2025

Expiry Date:

22.06.2025

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Job Description:

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, ITIL, CISSP) 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
• 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
• VMware VCP 2023
• ITIL
• CISSP or similar preferred - or willingness to pursue (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.