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

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

Full-Time 43200 - 72000 £ / year (est.) No home office possible
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At a Glance

  • Tasks: Lead IT operations in a vibrant retail environment while ensuring system security and performance.
  • Company: Join a well-established retail employer in the stunning, tax-free Cayman Islands.
  • Benefits: Enjoy tax-free earnings, health insurance, relocation support, and a unique Caribbean lifestyle.
  • Why this job: Experience a hands-on leadership role in a beautiful setting with a diverse expat community.
  • Qualifications: 10+ years of IT management experience and relevant certifications like Microsoft, Cisco, and VMware.
  • Other info: Ideal for adaptable candidates seeking a change in lifestyle and work-style.

The predicted salary is between 43200 - 72000 £ per year.

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.

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
  • Networked Devices: Biometric timekeeping devices, Multi-function IP printers
  • 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
  • Cisco CCNP
  • 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.

    IT Manager - relocate to the Cayman Islands - TAX FREE! employer: Squires Partners Inc.

    Join a well-established retail employer in the stunning, TAX FREE Cayman Islands, where you can enjoy a fulfilling IT Manager role in a vibrant expat community. Our company fosters a supportive work culture that prioritises professional development, offering ongoing training and certification opportunities, alongside competitive compensation and comprehensive benefits including health insurance and relocation support. Experience a unique lifestyle change while making a significant impact in a hands-on IT leadership position, all set against the backdrop of idyllic Caribbean living.
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    Contact Detail:

    Squires Partners Inc. Recruiting Team

    StudySmarter Expert Advice 🤫

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

    ✨Tip Number 1

    Research the local IT landscape in the Cayman Islands. Understanding the specific technologies and systems used by businesses there can give you an edge during interviews, showing that you're not just qualified but also genuinely interested in the local market.

    ✨Tip Number 2

    Network with professionals already working in the Cayman Islands. Use platforms like LinkedIn to connect with IT managers or expats in the region. They can provide insights into the job market and may even refer you to opportunities.

    ✨Tip Number 3

    Highlight your adaptability and willingness to embrace a new lifestyle. In your conversations or interviews, share experiences where you've successfully adapted to new environments or challenges, as this will resonate well with employers looking for candidates who can thrive in a different culture.

    ✨Tip Number 4

    Prepare for potential relocation questions. Be ready to discuss your plans for moving, how you’ll handle the transition, and what excites you about living in the Cayman Islands. This shows your commitment and readiness for the role.

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

    IT Management
    Systems Administration
    Network Security
    Virtualisation Technologies
    Microsoft 365
    Windows Server 2016/2022
    VMware ESXi 8
    Cisco Networking
    Disaster Recovery Planning
    Backup Solutions
    Project Management
    Technical Training and Development
    Team Leadership
    Problem-Solving Skills
    Communication Skills
    Adaptability
    Time Management

    Some tips for your application 🫡

    Tailor Your CV: Make sure your CV highlights your relevant IT management experience and certifications. Emphasise your hands-on skills with the specific technologies mentioned in the job description, such as Microsoft 365, VMware, and Cisco.

    Craft a Compelling Cover Letter: Write a cover letter that not only showcases your technical expertise but also expresses your enthusiasm for relocating to the Cayman Islands. Mention how your skills align with the company's needs and your willingness to adapt to a new lifestyle.

    Highlight Leadership Experience: Since this role involves leading an IT team, be sure to include examples of your leadership experience. Discuss how you've managed projects, directed teams, or coordinated with third-party service providers in previous roles.

    Showcase Professional Development: Demonstrate your commitment to ongoing professional development by mentioning any recent training, certifications, or courses you've completed. This will show the employer that you are proactive about staying current in the IT field.

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

    ✨Show 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 Microsoft 365. Be prepared to discuss your certifications and how they relate to the role.

    ✨Demonstrate Leadership Skills

    As an IT Manager, you'll need to lead a team and coordinate with third-party providers. Share examples of how you've successfully managed teams or projects in the past, showcasing your ability to prioritise and manage workloads effectively.

    ✨Emphasise Adaptability

    Relocating to the Cayman Islands is a big step, so express your enthusiasm for the move and your adaptability to new environments. Discuss any previous experiences you have had with relocation or working in diverse settings.

    ✨Prepare for Scenario-Based Questions

    Expect questions that assess your problem-solving skills, especially regarding IT issues that may arise outside normal hours. Prepare scenarios where you've successfully resolved critical IT problems under pressure.

    IT Manager - relocate to the Cayman Islands - TAX FREE!
    Squires Partners Inc.
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    • IT Manager - relocate to the Cayman Islands - TAX FREE!

      Full-Time
      43200 - 72000 £ / year (est.)

      Application deadline: 2027-05-08

    • S

      Squires Partners Inc.

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