About

Brandon Freitag works at the intersection of strategy, structure and execution, on the gap between what organizations intend to achieve and what actually gets delivered.

His career has moved across two distinct vantage points. For most of it, he worked inside cloud and enterprise technology companies, helping organizations build the case for large-scale change and then supporting the work that followed. Later, he moved to the other side of that equation, serving as an executive at a Fortune 500 company where he owned the outcome directly. The view from inside is different. The failures he had watched from a distance were now his to explain and address.

The scope of that work has been significant. At Google Cloud, he built and led a national strategic architecture practice engaging on some of the company's most complex and strategic pursuits, sustaining a win rate twice the field baseline and influencing several billion dollars in total contract value. At DaVita, leading a globally distributed team of 140, he reduced time-to-environment for a mission-critical patient-facing system by 90% and drove a 27% operating cost reduction through enterprise-wide cloud adoption, in a highly regulated environment, against compliance and delivery commitments that could not move.

What he kept finding, from both positions, is that the failures are not random. The same patterns appear across every kind of organizational change. They surface early. They are diagnosable. And they are almost always visible long before they become costly.

That observation is the foundation of Work That Holds, a five-paper series on the structural reasons large-scale initiatives break down and the disciplines required to address them before they do.

Brandon is based in Denver, Colorado and Phoenix, Arizona.