System and method for facilitating the implementation of changes to the configuration of resources in an enterprise. Embodiments of the present invention facilitate the use of historical information about an enterprise's IT configuration to evaluate the risk and impact of proposed changes. Risk can be evaluated using a success history for an organization within the enterprise that is responsible for the proposed change, or by applying a neural network to the historical data to detect recognizable patterns in the historical data. A risk evaluation can take into account sensitivity of the change to dates assigned on a change calendar, based on sensitivity dates gathered from the historical data. Historical data can be maintained and provided by a configuration database.