Organizations throughout the Caribbean rely on Kirk iSS to keep their IT resources running smoothly. Our expertise in IT Procurement, Management and Support coupled with a full suite of Cloud services ensures your information is accessible and secure.

Kirk iSS is a two-time recipient of Microsoft’s Partner of the Year Award for the Cayman Islands, a Gold Level Microsoft Mid-Market provider and the exclusive HP Enterprise Service Centre for the Cayman Islands.

Our award-winning team has been aligning technology solutions with business needs since 2004. Our mission is to ensure that our clients have secure access to their information whenever and wherever they need it.

Learn more about each of our key service areas below.




Providing a full range of hardware, including servers, networking and storage capabilities for any size business.



The relationship between people and technology is driven by communication in all its forms. Flexibility, scalability are the keys to your success.



From installation and setup of hardware to preventative maintenance across your entire IT infrastructure, you can count on us with up to 24/7/365 coverage.



Kirk iSS provides a full suite of cloud services, including Cloud Office, Cloud Backup, Cloud Site Recovery and Cloud Application Platforms.


Like all good teams, ours is greater than the sum of its parts. Each of our engineers has deep expertise that comes from a combination of extensive training and years of experience. Combined, our knowledge and experience extend across numerous areas, forming an impressive breadth of knowledge as well. Over more than a decade, the experience we’ve amassed is difficult to replicate. Click below to learn more about each of our core competencies:

Proactive Support
Proactive Support
Rapid Response
Rapid Response
Vendor Relationships
Vendor Relationships
Future-Proof Solutions
Future-Proof Solutions

Subject matter experts

There’s no secret to our success – our staff are the highest trained, most experienced in their field. Together, we hold more than 60 certifications and bring more than 100 years of combined IT experience to work with us every day, so it’s safe to say we’ve pretty much seen it all. But don’t take our word for it; here’s what our clients have to say about the work that we do:

“…once again, Conrad and KirkISS came through for us.”



Our people may bring the knowledge and experience, but our partners provide the tools that let us perform. We’ve partnered with premiere global hardware and software organisations to ensure that IT is never the bottleneck in your business. The partnerships we form are based on a shared commitment to client success and the ability to execute. Our partners are innovators and leaders who are entirely dedicated to helping customers from small businesses to multi-national enterprises achieve more.

Learn more about our partners below:

Price vs Value

Whether it’s a migration to Office365 or a complex data center deployment, our focus is always on maximizing the value we bring to your organization in four key areas: Uptime, Accessibility, Security, and Business Agility.

While we are price competitive, we don’t cut corners when it comes to your company’s information. Sometimes spending a little more in the short term is a wise investment for the long term. That’s why we’re a trusted advisor to dozens of companies, both large and small.

Consult our resources or talk with one of our experts to understand more about what goes into a proposal from us and what you can expect to get out of it.