The vision of the Advanced Distributed Learning (ADL) Initiative is to, "Provide access to the highest quality education and training, tailored to individual needs, delivered cost effectively, anywhere and anytime." The terms "Provide access" and "cost effectively" are a focus for ADL in helping to make learning content more shareable. Reusing learning content has many obvious benefits (e.g., cost-savings, less duplication of effort, faster development time, and greater access to excellent material). However, the history of projects that reuse learning content is a mixed bag—some show great promise while others seem to hinder sharing. The issues surrounding shared content are broad, but can be characterized by looking more closely at human and technical hindrances. This paper reviews prior efforts within the DoD to share learning content and proposes a practical way forward for the DoD.