Microsoft Technical Architect

Cayman Islands

Are you an accomplished Technical Architect with current Microsoft expertise who would enjoy gaining international experience in a sunny, Caribbean climate

We are seeking an accomplished Microsoft Specialist who would enjoy the chance to relocate to join an award winning Microsoft Partner and MSP based in the Cayman Islands. Cayman is one of the world’s leading offshore financial centers and a top tourist destination – blending the best in Caribbean Island lifestyle with a sophisticated business environment.


The post holder will enjoy working in a Lead role for Microsoft technologies in a fast-paced, multi-disciplinary environment. They will be working alongside a mix of highly qualified local and expat staff members servicing the IT needs for international investment, banking, accounting, legal, government, and other commercial clientele.


Primary responsibilities will include:

  • Design, Implementation and Delivery of solutions across the Microsoft Stack
  • Provide insights and recommendations for Best Practice and Industry standard both in-house and client environments
  • Create and maintain internal documentation such as (but not limited to) build guides, runbooks, and training manuals.
  • Work with the sales team and management on new opportunities, product and service offerings.
  • Be a part of regular review meetings and report on quality and performance of cloud services
  • Act as an escalation point for technical issues


We’re looking for the following in an ideal candidate:

  • At least 5 years of relevant professional experience that includes direct experience working for a MSP / IT Consulting firm
  • Proven experience in an Architect capacity
  • Current Microsoft certification(s)
  • Demonstrable knowledge of Microsoft Azure, Modern Workplace, Endpoint Management, Intune, Microsoft 365, Teams, OneDrive, PowerShell, Azure Active Directory, SharePoint.
  • Solid knowledge of the IT services landscape including upcoming product and service offerings


This is a full-time employee position based in Grand Cayman. Due to the relocation involved, the ideal candidate will be in a position to relocate relatively easily with few encumbrances.

Could this be for you?

The combination of Grand Cayman’s Caribbean climate, sophisticated business environment, high standard of living and TAX FREE status will make this an exciting prospect for the right person.

Last update: November 18, 2021

Please apply or contact:

Jason Squires
1-705-725-7663
jason@squiresresources.com