During Secretary Rumsfeld's tenure, the Department of Defense embarked on one of the most far-reaching transformations in the history of the United States military. This transformation is largely driven by the rapid advances in information technology and the belief that information is more critical now to military success and will become even more critical in the foreseeable future. The Department of Defense addressed this assumption by formulating the Information Operations Roadmap with the objective of making information operations a core capability of future forces and a core military competency. The goal of information operations is to gain information superiority -- the operational advantage derived from the ability to collect, process, and disseminate an uninterrupted flow of information while exploiting the enemy's ability to do the same. Achieving and sustaining a significant information advantage over the adversary remains problematic, particularly in asymmetric conflicts. This project assesses the Information Operations Roadmap by examining non-military applications of information technology in the Information Age, reviewing current doctrine and assessing information operations during recent United States military operations. This study provides recommended adjustments to the Information Operations Roadmap based on this analysis.