About
A New Generation of Innovation
Committed to Excellence
“I more and more see the need both of courage to stand fast and the willingness to change. Even though these two characteristics seem contrary and paradoxical, a successful life demands a proper mixture of them both. One is the lock and the other is the key; either without the other becomes useless.”
— Roger W. Babson, Before Making Important Decisions
At Cornerstone Software, we turn ideas into powerful, custom-built software that actually fits your business. Led by Roger Ross, a seasoned developer and architect with over 25 years of experience, we specialize in helping small teams and business owners bring their vision to life—from concept to launch. Our approach is personal, practical, and focused on results. Whether you're streamlining operations, replacing spreadsheets, or modernizing a legacy system, we build solutions that scale with you—never one-size-fits-all.
Roger Ross has spent over 25 years designing and building custom software solutions for businesses that need more than just another off-the-shelf tool. As founder and president of Cornerstone Software, LLC, Roger brings a rare blend of technical depth, business insight, and real-world practicality to every project.
He’s been the architect behind systems that power everything from manufacturing and logistics to legal case management, nonprofit outreach, and specialized tour operations. Whether working alongside CEOs, small leadership teams, or frontline staff, Roger has a knack for listening closely, mapping out the real need, and delivering clear, user-friendly systems that just work. His core strengths include software architecture, database design, and UI/UX strategy. But Roger’s story goes beyond the tech.
Roger Ross
Founder & CEO
Introduction by Art Pennington
A New Generation of Innovation
Roger Ross, President and founder of Cornerstone Software, LLC, located in Somers, CT, has information in his blood. As great grandson of the famous Roger Babson—founder of Babson College and the investment information firm Babson’s Reports—Roger continues in the family tradition, making information accessible to business.
From the Rust Belt
Where Roger and the president of a major rolling mill elevated disgruntled employees into the modern world of advanced technology. After six failures at automating their workflow, employees were convinced it couldn’t be done. But Roger showed them how, delivering efficiency gains, eliminating double entry, and interfacing with their production system.
To the Exotic
Where Roger created a revolutionary solution for tour operators, enabling small tour operators to finally compete in the wholesale tour marketplace, and achieve unprecedented business efficiencies along the way.
To the Spiritual
Where he automated an amazing church. Everything was tracked manually, from clothing to fire trucks, Roger equipped this visionary minister with tools to track complete warehouses of donated goods shipped all around the world. Here stewardship and technology combined to make a huge difference for tens of thousands of people.
To the Advocate
Where he developed a case management system tailored to the complex world of elder care planning. What made it powerful wasn’t just its features—but how naturally it aligned with the real work being done across disciplines. Attorneys, case managers, benefit coordinators, estate planners, paralegals, and support staff all found their workflow reflected in the system.
Delivering Information that Makes a Difference
I had the opportunity to collaborate with Roger on a project—and we achieved astounding results. But Roger already has an impressive list of widely successful projects over a range of businesses.
I expected to be teaching Roger the principles and steps of the Profit Method, but it wasn’t much of a class. For years, Roger has been using a process very similar to it—and with great success for his customers.
Large or small business, it doesn’t seem to matter. These principles work for any business time and again delivering impressive results with both low risk and low cost.
— Art Pennington, President, Profit Method Research Institute