At Keyhole Software, technology consulting goes beyond recommendations. Our senior consultants work alongside your team to evaluate architecture, modernize legacy systems, and implement scalable cloud-native solutions that drive real business outcomes.

We combine strategic advisory with hands-on delivery—helping organizations migrate to AWS or Azure, improve performance and reliability, establish DevOps practices, and accelerate critical initiatives. Every engagement is led by experienced, U.S.-based engineers who don’t just advise, but build, deploy, and support the solutions they design.

Whether you need short-term guidance or embedded technical leadership, we help you reduce risk, move faster, and make confident technology decisions.

Keyhole Software delivers custom enterprise software consulting with a 100% U.S.-based team. We specialize in cloud-native development, modernization, and DevOps for mid- to large-sized organizations. Learn more about our senior-level team and client-focused approach.

Hi, We’re Keyhole! We develop custom software for our clients.U.S. BasedExpert Keyhole Consultants:Projects In 0+0%0+Different IndustriesHome→Search ResultsWe provide custom web, mobile & software-based application consulting services to clients of all sizes. Some of the companies that have chosen Keyhole include:Software Consulting Services Keyhole Software provides expert consulting, education, and high-quality software development services for clients across the United States.Advisory & …

Home→Search ResultsClients  & Partners Keyhole Software has been over-delivering for clients for 17+ years and counting! Our partnerships are built on experience, integrity, and transparency. Since 2008, we’ve delivered custom software development, legacy modernization, AI consulting, cloud engineering, application modernization, and software architecture consulting for organizations across 36 U.S. states and Canada. Many of our client relationships span multiple years …

Keyhole Software was born from a shared vision—and a strong friendship—between founders Chris DeSalvo and David Pitt. They first met in the 1990s while working at the Kansas City division of CrossLogic Corporation, an application development consulting firm renowned for its technical expertise and high standards. At CrossLogic, David was a hands-on expert consultant passionate about software craftsmanship, while Chris …