IT Manager - work in the Cayman Islands! TAX FREE!
IT Manager - work in the Cayman Islands! TAX FREE!

IT Manager - work in the Cayman Islands! TAX FREE!

Scotland Full-Time 48000 - 72000 £ / year (est.) No home office possible
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At a Glance

  • Tasks: Lead IT operations in a hands-on role, ensuring performance and security of systems.
  • Company: Join a well-established retail employer in the sunny, TAX FREE Cayman Islands!
  • Benefits: Enjoy a competitive, TAX FREE salary, relocation assistance, and various perks.
  • Why this job: Experience island life while making a real impact in IT management.
  • Qualifications: 10+ years in IT management with relevant certifications like Microsoft, Cisco, and VMware.
  • Other info: Ideal for adaptable candidates ready for an international move.

The predicted salary is between 48000 - 72000 £ per year.

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!

On behalf of our retail-focused client in Grand Cayman, we are seeking a motivated IT professional with relevant industry certifications across Microsoft, Cisco, VMware and more, 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 retail-focused business (and possibly one or more related companies), including the management of:

  • Windows Server 2016/2022
  • Hyper-converged infrastructure
  • HPE Servers
  • VMware ESXi 8 and vSphere clusters
  • Microsoft SCCM/SCOM
  • RemoteApp
  • Exchange
  • Microsoft 365
  • Endpoint protection
  • Citrix Metaframe
  • Veeam Backup & Replication
  • VMware Site Recovery Manager
  • SQL Server
  • Retail management and Point-of-Sale systems
  • Timekeeping and Accounting applications
  • Business Continuity/Disaster Recovery
  • Hyper-converged virtual SANs
  • Site-to-site replication to DR site
  • Next-Gen Palo Alto firewall cluster
  • HP/Cisco switches
  • Wireless access points
  • Fiber and DSL connections
  • VPN
  • Mitel UC telephony
  • Retail Point-of-sale stations
  • Desktop workstations
  • Virtual sales POS systems
  • Biometric timekeeping devices
  • Multi-function IP printers
  • Building Management Systems including Fire alarm, security system, lighting controls, IP CCTV systems
  • Coordinating the work of third party MSP / IT service providers

Requirements:

  • At least 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.
  • Relevant industry certifications are required. At minimum, our client is looking for current certification in the core technologies upon which the businesses rely including:
  • Microsoft certifications: Microsoft 365, Windows Server, Exchange, MCSE Core Infrastructure 2016, Windows 10/11
  • Cisco CCNP
  • VMware VCP 2023
  • ITIL
  • CISSP or similar preferred - or willingness to pursue (employer supported)

Due to the international move required, we are targeting a highly adaptable candidate who is able to relocate easily with few complications. Our client offers a competitive, TAX FREE compensation package. Relevant work permit application, relocation cost assistance and a range of benefits will be offered.

If you have the above certifications and experience, and have the ability to make a move like this, please apply and/or contact Jason Squires for an introductory conversation.

IT Manager - work in the Cayman Islands! TAX FREE! employer: Squires Partners Inc.

Join a dynamic retail employer in the stunning Cayman Islands, where you can thrive in a hands-on IT Manager role while enjoying a TAX FREE lifestyle! Our company fosters a collaborative work culture that prioritises employee growth and development, offering competitive compensation and comprehensive benefits, including relocation assistance. Embrace the opportunity to lead innovative IT solutions in a vibrant environment, all while living in one of the world's most beautiful locations.
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Contact Detail:

Squires Partners Inc. Recruiting Team

StudySmarter Expert Advice 🤫

We think this is how you could land IT Manager - work in the Cayman Islands! TAX FREE!

✨Tip Number 1

Make sure to highlight your hands-on experience with the specific technologies mentioned in the job description. Tailor your discussions to showcase your expertise in Microsoft, Cisco, and VMware systems, as these are crucial for the role.

✨Tip Number 2

Network with professionals in the IT field who have experience working in the Cayman Islands or similar environments. They can provide valuable insights and may even refer you to opportunities within their networks.

✨Tip Number 3

Demonstrate your adaptability and willingness to relocate by sharing any previous experiences of moving for work or adapting to new environments. This will show that you are ready for the challenges of an international move.

✨Tip Number 4

Prepare for a potential interview by researching the retail industry in the Cayman Islands. Understanding local market trends and challenges can help you position yourself as a knowledgeable candidate who is genuinely interested in the role.

We think you need these skills to ace IT Manager - work in the Cayman Islands! TAX FREE!

IT Management
Systems Administration
Microsoft 365
Windows Server 2016/2022
VMware ESXi 8
vSphere Clusters
Microsoft SCCM/SCOM
Exchange
Endpoint Protection
Citrix Metaframe
Veeam Backup & Replication
SQL Server
Retail Management Systems
Point-of-Sale Systems
Business Continuity/Disaster Recovery
Networking (Palo Alto, HP/Cisco switches)
VPN Configuration
Telephony Systems (Mitel UC)
Building Management Systems
Third Party Coordination
Adaptability
Problem-Solving Skills
Communication Skills
Project Management
Relevant Industry Certifications (MCSE, CCNP, VCP, ITIL, CISSP)

Some tips for your application 🫡

Tailor Your CV: Make sure your CV highlights your relevant IT management experience and certifications. Focus on the technologies mentioned in the job description, such as Microsoft, Cisco, and VMware, to demonstrate your expertise.

Craft a Compelling Cover Letter: Write a cover letter that showcases your passion for the role and the unique opportunity of working in the Cayman Islands. Mention your adaptability and willingness to relocate, as well as how your skills align with the company's needs.

Highlight Certifications: Clearly list your industry certifications in your application. Make sure to include any relevant qualifications like Microsoft 365, CCNP, or VCP 2023, as these are crucial for the role.

Showcase Leadership Experience: In your application, emphasise any previous leadership roles you've held in IT. Provide examples of how you've managed teams or projects, particularly in retail environments, to illustrate your hands-on approach.

How to prepare for a job interview at Squires Partners Inc.

✨Showcase Your Technical Expertise

Make sure to highlight your hands-on experience with the specific technologies mentioned in the job description, such as Windows Server, VMware, and Cisco. Be prepared to discuss real-world scenarios where you've successfully implemented or managed these systems.

✨Demonstrate Leadership Skills

As an IT Manager, you'll be leading a team and coordinating with third-party service providers. Share examples of how you've effectively led teams, resolved conflicts, and ensured smooth operations in previous roles.

✨Emphasise Adaptability

Since this role involves relocating to the Cayman Islands, it's crucial to convey your adaptability and willingness to embrace new environments. Discuss any past experiences where you've successfully adapted to change or worked in diverse settings.

✨Prepare Questions for the Interviewer

Having insightful questions ready shows your genuine interest in the role and the company. Ask about the company's IT strategy, challenges they face, or how they measure success in the IT department. This will also help you gauge if the company is the right fit for you.

IT Manager - work in the Cayman Islands! TAX FREE!
Squires Partners Inc.
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  • IT Manager - work in the Cayman Islands! TAX FREE!

    Scotland
    Full-Time
    48000 - 72000 £ / year (est.)

    Application deadline: 2027-05-28

  • S

    Squires Partners Inc.

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