Organic software sustainment organizations within the Department of Defense are expanding beyond their traditional purview of software maintenance into software engineering and development. Instead of repairing and maintaining legacy software in already deployed systems, software sustainment teams must now shift to designing and implementing new software architectures and code. Unfortunately, many of these sustainment teams are taking on these new responsibilities without proper guidance and an understanding of the people, process, and technology issues that must first be addressed in these new roles. In this podcast, Thomas Evans, a senior software architect at the SEI, and Douglas C. Schmidt, associate provost of research at Vanderbilt University and former chief technical officer at the SEI, discuss the challenges that software sustainment teams face while making this transition and strategies for success.