Over the past year the author has conducted user, task and context analyses as part of a larger project to develop a knowledge management (KM) system for the U.S. Navy. In this piece he shares that experience as well as point out a few of the challenges that he encountered. Ideally, this account will provide the opportunity for others to compare their work and contribute to the discussion of how best to incorporate knowledge management tools and tactics into practice. (Contains 2 tables.)