A system and method that proactively manages login security data is provided. The system selects requesters of a software application resource. A privileged requester is used to request login security data pertaining to the selected requesters. The login security data that is received is compared to one or more parameters that indicate which action(s) should take place. Based on this comparison, one or more actions are taken on behalf of the selected requesters. One of the actions that can be taken is a grace period. One of the actions that can be taken is an automatic security setting update. Another action that can be taken is an automatic notification that automatically informs a user or application that a requestor's access to the resource is about to expire.