A context-aware delegation engine can enable an account owner to identify granular criteria (or context) that will be used to determine what content a delegate will have access to. The account owner can therefore leverage a wide range of information to dynamically determine whether a delegate will receive access to particular content. The delegation engine can be configured to provide a delegation policy to be evaluated to determine whether a delegate should receive access to particular content. Such a delegation policy can be generated based on input provided by the delegator thereby providing the delegator with fine-grained control over which content will be accessible to a particular delegate. The delegation policy can be structured in accordance with an authorization protocol schema such as XACML, SAML, OAuth 2.0, OpenID, etc. to allow the evaluation of the delegation policy to be performed by a policy decision point in such authorization architectures.