Traditional Organizational Assessments broadly analyze the basic health and well-being of an organization, but don't often have the ability to adapt and focus on one of the most critical pieces of organizational survival and advancement—knowledge. This study looks at a 17-step knowledge assessment process, developed and refined through large-scale assessments with a variety of Army, Air Force, world aid, and corporate entities. This knowledge assessment process was developed to help organizations obtain an indication of their health in terms of knowledge flow, knowledge creation and transfer, and ultimately knowledge management processes, strategies, and approaches by looking at how the people, processes, technology, and culture integrate as methods of informal learning. The process focuses on identifying performance gaps between what an organization is doing and what it needs to be doing given its current goals. It also highlights the gaps between what an organization currently knows and what it needs to know to achieve its goals. It does this by identifying the causes and contributing factors of identified gaps, the impact each gap has on the organization, measures of effectiveness and priorities for addressing each gap, and recommended training and education strategies for closing the gaps and improving individual and organizational performance. The end product of this knowledge assessment is a targeted knowledge strategy, which is designed to help the organization develop knowledge management, training, and education approaches and methods to close the gaps. This paper looks at applying this knowledge assessment process with the United Nations Development Programme and U.S. Army Programs and addresses the knowledge gaps and strategies for improving formal and informal learning and knowledge transfer across various countries and cultures.