Automated risk assessment and management techniques are provided. Assets of an enterprise are monitored within an enterprise repository via their electronic identities. The identities are annotated with business defined values. The annotations can dynamically change based on dynamic policy evaluation and evolving actions of the assets, the state of the enterprise, and/or the state of an enterprise system. The annotations are accumulated and used in customized calculations for purposes of driving automated actions of the enterprise and producing a variety of reporting features.