Methods and system are provided for dynamically securing a workspace based on changes in the security context in which the workspace operates. Upon receiving a request from an IHS for access to a managed resource and receiving attributes of a risk context for the request, a risk score for the request is determined. A workspace definition that provides access to the managed resource is selected based on the risk score. A workspace definition includes security requirements for operation of the workspace by the IHS, where the security requirements are commensurate with the risk score. The workspace definition is transmitted to the IHS for operation of the workspace according to the security requirements. A risk context may include, IHS software, a physical environment in which the IHS is located, a physical location of the IHS, a classification of the requested resource, IHS hardware, and a user of the IHS.