Explore some of the current openings available through our firm here. We’re also always happy to discuss other opportunities in Canada and the offshore areas we service.

Senior Technical Specialist

Cayman Islands

Relocate to live and work in beautiful, tax free Grand Cayman!

A unique career and life experience awaits in the sunny, tax free Cayman Islands! Relocate to join a strong team of local and international expatriate staff blending the best of career and lifestyle in this premier offshore financial services environment.

When your workday is finished, take advantage of all that Grand Cayman has to offer; year-round warmth and sun, beautiful beaches, scuba diving, snorkeling, boating, fishing, high quality dining and much, much more!

We are seeking an experienced, industry certified professional in a position to relocate to join our client, a premier provider of IT solutions and Consultancy services based in the Cayman Islands. From their base in Cayman, they actively support the technology requirements of a sophisticated corporate customer base in fields including offshore financial services, legal, accounting and small-to-medium business.

The successful candidate will be primarily response for providing expert level, client-facing technical support (L2/L3) and advice for the development and implementation of Microsoft, VMware and Cisco core technology solutions. 

We are looking for as much as possible of the following:

  • Demonstrable experience with current Microsoft technologies including Azure, Office 365, Exchange, Active Directory, Hyper-V
  • Experience installing, configuring and supporting Cisco routers and switches
  • Experience installing, configuring and supporting VMware ESXi
  • Experience with backup and anti-virus products such as Veeam, Symantec or similar
  • A customer service-oriented approach and the ability to deal with and communicate effectively with clients at varying levels.
  • Current industry certification(s) are required – such as Microsoft (MCSE, MCSA), VMware (VCP) and Cisco (CCNA or higher).
  • Post secondary degree/diploma in a relevant field preferred. 

This is a full-time position based in Grand Cayman. Due to the relocation involved, highly mobile and adaptable candidates are sought with outside interests that would lend themselves to Cayman’s small but idyllic Island living environment.

A competitive, TAX FREE compensation package will be offered to the successful candidate, commensurate with qualifications and experience. Performance incentives, health insurance program and other benefits will be included.

Last update: September 6, 2019

To Apply:

Please contact or send resume to Jason Squires 


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