Abstract: Acting as a proxy on behalf of a co-worker requires software and hardware entitlements to support the co-workers' duties. Such entitlements should be granted timely and maintained as long as the proxy obligations are in force. Because the proxy only accesses the co-worker's entitlements on a need-basis, there is risk that the credentials of the proxy may time-out. Because the proxy only infrequently accesses the co-worker's entitlements, the proxy may not be aware that their credentials to those entitlements have expired. Apparatus and methods for are provide for an artificial intelligence tool for managing and maintaining entitlements and for proxy, primary and secondary access credentials in complex enterprise computing environments. The tool may provide a one-stop web service and associated application for viewing current status of entitlement credentials and autonomously preventing expiration of those credentials based on current and future needs of an individual or organization.