Kirk IT is the leading on-island IT solutions provider in the Cayman Islands and one of the largest Microsoft resellers in the Caribbean. We have just opened up a new role to help support its growth. Kirk IT is seeking an experienced professional specialized in Cloud & AI systems. The successful candidate will be required to participate in system design and pre-sales consulting, proposal design and presentation, project management and implementation, as well as oversee and participate in support of existing systems.
If you are a motivated, customer-focused professional looking for a new challenge in a dynamic and growing economy and meet the following requirements, please send your resume for review.
Minimum Requirements:
• Professional Certifications:
• Microsoft 365 Certified: Administrator Expert (MS-102) or equivalent
• Microsoft Certified: Azure Administrator Associate (AZ-104)
• Microsoft Certified: Azure AI Engineer Associate (AI-102) or Microsoft Certified: Azure AI Apps and Agents Developer Associate (AI-103)
• Ability to prioritize assigned tasks and work concurrently on multiple complex projects with competing deadlines
• Experience in pre-sales and delivery of complex Microsoft Projects including but not limited to: Migration to M365, build-out of Azure environments & AI implementation
• At least 5 years’ experience supporting Microsoft technologies
• At least 3 years’ experience in working for an MSP
Preferred:
• Professional Certifications:
• Microsoft Certified: Azure Solutions Architect Expert (AZ-305)
• Microsoft Certified: Multi-Agent AI Solutions Expert (AI-500)
• Microsoft Certified: Fabric Data Engineer Associate (DP-700)
• Other applicable AI certifications (CompTIA, Claude certification program, etc)
• Google Cloud: Associate Cloud Engineer
• AWS Certification: Cloud Practitioner
Within the Microsoft Azure, Office 365 & AI products, responsibilities include:
• proposal design and presentation,
• project management and implementation
• Overseeing participating in support of existing systems.
• Work with the sales team to provide opportunities from problem analysis and aid with sales where needed.
• Be a part of regular review meetings and report on quality and performance of cloud and system services.
• Act as a point of escalation for clients for technical queries.
• Manage customer support requests, providing on-going proactive and reactive support.
Working Conditions and Compensation:
Full-time position with work hours from 8:30 am – 5 pm, Monday to Friday, although work outside these hours may be required.
Salary will be commensurate with experience and will be in the range of CI$58–72k per annum, including health and pension benefits as required by the Labor Law, which will be included in the compensation package.
How to apply:
Interested candidates are invited to submit their resume and cover letter outlining their qualifications and experience. We thank all applicants for their interest; however, only those selected for an interview will be contacted.
Please apply in writing to: Microsoft Engineer at Kirk IT, PO Box 1637, Grand Cayman KY1-1109, or email jobs@kirk-it.ky. We are based in George Town.
Application Deadline: Friday, November 13, 2026.
This vacancy is listed on WORC, the Cayman Islands government job portal. Applications go through the official channel.
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