An automated method, computer program product and system for using artificial intelligence based cognitive learning methods to identify, measure and manage risks for a commercial enterprise on a continual basis. The elements of value, external factors, components of value and categories of value of the enterprise are analyzed and modeled using predictive models that are developed by learning from the data associated with said enterprise. Scenarios of both normal and extreme situations are also developed by learning from the data. The scenarios are then used to drive simulations of the predictive models. The output from these simulations are then used to measure a plurality of risks and complete optimization analyzes that identify the optimal mix of risk reduction activities for the enterprise. The optimal mix of risk reduction activities is then presented to the user for optional editing, rejection or acceptance.