Beyond Theory. Built on 31 Years of Cayman Enterprise Leadership.

Your business doesn’t need a textbook definition of IT—it needs Strategic Oversight that works in the real world. Our methodology isn't found in a classroom; it was forged in the trenches of the Cayman Islands’ most complex technical environments over three decades.

  • Applied Maturity: We replace academic checklists with pattern recognition from 30+ years of local infrastructure shifts.

  • Island Resilience: We deliver "Break-Glass" recovery roadmaps designed for Cayman’s specific environmental and vendor risks.

  • Fractional Precision: We scale enterprise-grade governance down to fit the agility and budget of a growing SMB.

Methodology

Strategic IT Oversight for Grand Cayman SMBs—Accessible and Experienced.

Many local businesses have the technical support they need but lack the high-level strategic roadmap of a full-time IT Director. I provide that missing piece—partnering with you and your existing vendors to ensure your technology is a growth engine, not a bottleneck.

Stop Guessing. Start Planning.

The Rapid IT Maturity Assessment is our main pillar and the quickest way to bring clarity to your technology. We provide a high-impact diagnostic of your current risks, cybersecurity posture, and vendor performance.

  • Get a Clear Gap Report: Identify exactly where your tech is costing you money or leaving you vulnerable.

  • 12-24 Month Roadmap: Receive a practical, actionable plan that aligns your technology with your business goals.

  • Expert Oversight: Enterprise-grade strategy tailored for the budget and needs of Cayman SMBs.

Three Decades of Leading IT in Grand Cayman

Tony Pacheco, founder of ILS IT Advisory Services, is a Local IT leader with more than three decades of experience guiding teams and managing technology decisions.

After 31 years leading IT for one of the island’s largest enterprise groups, Tony now helps small and medium businesses access senior leadership without the prohibitive cost of a full-time executive hire. Most local firms cannot afford the $100k+ salary for an IT Manager or $150k for a Director—but they still need that level of strategic expertise.

What I Deliver

Fractional IT Leadership: Senior-level guidance on a flexible schedule (retainer, project, or advisory).

  1. Cybersecurity & Risk Review: Strategic guidance coordinated with your chosen vendors to protect your data.

  2. Vendor Accountability: Contract and performance management that protects your budget.

  3. Compliance Readiness: Expert support for regulated industries like those in the SEC.

  4. IT Operations Oversight: Improving helpdesk performance and overall service management.

Driven by Passion

“I help small and mid-sized businesses access the leadership of a seasoned IT Manager—without the full-time cost. With 30 years of experience, I step in to align technology with business goals, oversee local and overseas vendors, and work seamlessly with your existing leadership teams. My clients get honest, transparent guidance and measurable results—all without hiring an in-house IT leader.”