Professional Services Manager

Cayman Islands

A exciting opportunity awaits an experienced IT management professional with a well-established MSP and IT Consultancy operating within the Caribbean region! Relocate to Grand Cayman to blend the best of career challenge and lifestyle including year-round warmth and sunshine, beautiful beaches, diving, boating, fishing and more!

Professional Services Manager – work in the Cayman Islands! TAX FREE!

The successful candidate will be responsible for the technical and commercial leadership of a staff team that implements and supports the technology needs for a wide range of client organizations including offshore financial services, legal, accounting, government, hospitality, and more.

The person in the role will be relied upon as a key member of the company’s leadership team with broad responsibilities including leading and managing a team of Technical Architects, Senior Technical Consultants and Support/Service Desk. Duties will include managing, mentoring and recruitment of new technical staff, budgeting, revenue forecasting and reporting.

In addition to leadership duties, the post holder will also be expected to serve as a client-facing Technical Lead on a variety of complex client projects including project scoping, presales and project management. Therefore, current hands-on technical expertise across a wide range of technologies is required (emphasis on Microsoft Azure, M365 and others as listed below).


  • 10+ years of proven technical and staff leadership experience within a Managed Services Provider (MSP), IT Consultancy or Value Added Reseller (VAR)
  • Current, advanced hands-on technical skills and knowledge of current industry offerings and trends including Microsoft Azure, M365, Cisco, VMware, Hyper-Convergence, Citrix, Security, Storage and Backup technologies
  • Demonstrable P&L, budget and staff/resource utilization and management background
  • Relevant industry and vendor certifications will be highly valued

Due to the international move involved, ideal candidates will be able to relocate with relatively few encumbrances and have interest in enjoying a long-term stay on island.

A competitive and TAX FREE compensation package will be offered, commensurate with qualifications and the responsibilities of the role. A full range of benefits including medical insurance, relocation cost assistance and other perks will also be provided.

Last update: August 22, 2023

Please apply or contact:

Jason Squires