Over the past ten years, the US military, and specifically the US Air Force has been on the road to revolutionize training through the use of high fidelity simulation and Distributed Mission Operations (DMO). Both contractors and military have invested heavily in this technology with the expectation that providing the equipment and capability will naturally improve performance and provide a more highly trained combat force. The U.S. Air Force’s DMO initiative offers an advanced opportunity to examine the organizational characteristics and policy considerations that are likely to impact the level of success in the implementation, integration, and utilization of DMO in the operational training environment. Traditionally, military organizations have identified technological change needs without fully considering the specific organizational and policy associated with that technology and its implementation within operational contexts. Moreover, task and training requirements analysis tools do not afford military planners with implementation data to develop organizational concepts of operation related to the new technology. Typically, organizations obtain the technology and implement it as best they can. This leads to successful and unsuccessful implementations being driven by individual initiative as opposed to a systematic examination and consideration of the issues and policies impacted by the new capability. With the tremendous cost associated with advanced training technologies such as those within DMO, this delegation of ultimate success to an individual or a specific unit or base is troublesome. This paper describes and discusses the considerations, actions taken, and lessons learned in pioneering efforts of DMO installation and integration at the first operational site, Eglin AFB, FL. It also examines the adoption and utilization of DMO by a formal training program, the United States Air Force Weapons School in the same light. In addition, the paper will discuss recent work to develop and integrate briefing and debriefing enhancements and performance measurement instruments in DMO operational sites and potential considerations to ensure acceptable adaptation of these capabilities at operational units to structure DMO program implementation for maximum training benefit. The paper will conclude with a discussion of critical organizational and policy considerations for integrating and utilizing DMO in joint and multinational/coalition training environments.