How many of us have ever found ourselves in the situation where we are not sure what path to take next in implementing IT Asset Management and we have no idea what to watch for to get us on the ‘right’ path? This discussion focuses on how we can move from being an Alice in the scenario described by the Cheshire Cat of having paths that lead ‘somewhere’ to more of a Dorothy on a path which actually gets to the Emerald City. Not that ITAM will lead us to an Emerald City, but these key points will help us to navigate some common risks in implementing ITAM while we have some fun along the way in a metamorphosis of sorts between fictional characters.