Rolling Hills Technology: Two Decades of Adapting, Building, and Serving Cheyenne

If you spend enough time in the IT world, you realize that the only constant is massive, relentless change. When I started Rolling Hills Technology back in 2005, the landscape of network infrastructure and business IT looked completely different than it does today. We were years away from the modern cloud, and cybersecurity was an entirely different beast.

Over the years, the business has seen its fair share of ups and downs. But surviving in this industry means transforming right alongside the tech. Today, Rolling Hills isn't just an MSP keeping the lights on for local businesses—it’s the proving ground where the rubber meets the road.

Weathering the Shifts

Since those early days in 2005, the needs of businesses have shifted dramatically. We've evolved from basic break/fix hardware support to managing complex, automated infrastructures and deploying robust security protocols. It hasn't always been a smooth ride, but navigating those industry shifts is exactly what keeps the work interesting.

Whether it's deploying Proxmox clusters, managing Ceph storage, or automating workflows for local clients, Rolling Hills has transformed to meet whatever the industry throws at us. We’ve built our reputation on doing the gritty, hands-on work that keeps operations running smoothly.

The Ultimate Training Ground

I spend my afternoons teaching IT and cybersecurity at LCCC, and a huge part of my philosophy is that students need hands-on experience. That’s why I built WyoCyberRange, but a simulated lab can only take you so far. You eventually have to deal with real clients, live networks, and the unpredictable nature of production environments.

That’s where Rolling Hills Technology has become a cornerstone of my broader mission. It serves as a strong, real-world training ground for new interns. The students who come work with us aren't just fetching coffee; they are getting their hands dirty with actual managed services. They get to see the business side of IT—how we price tiers, handle operational workflows, and solve critical problems for actual companies. It bridges the gap between the textbook theory I teach and the high-stakes reality of the field.

Filling the Void in Cheyenne

Right now, there is a massive void for reliable, skilled IT management here in Cheyenne. Local businesses need more than just someone to reset their passwords; they need infrastructure partners who understand how to scale, secure, and automate their operations.

Rolling Hills fills that gap. We provide the enterprise-level expertise I’ve gathered from years in DevOps and cybersecurity, tailored specifically for the businesses in our community. And as we look to the future—including mapping out our physical retail storefront, Rolling Hills Supply Co.—our mission remains exactly the same. We are just "Nerds with Power Tools," dedicated to keeping Cheyenne connected, secure, and running smoothly.