This thesis introduces an implementation of the Instant Message Robot, abbreviated as IMR, to manage and monitor the Web Server. The major characteristic of the IMR is the active notification mechanism. Once an abnormal event happens, the IMR will alert the administrator immediately. Additionally, via the IMR the administrator can easily acquire rich information of the web server, reconfigure the settings, deploy the web application files, and even manipulate the authentication rules without installing extra management tools. Furthermore, since the Instant Message Architecture can traverse the NAT network, the IMR can contact the administrator in any place with Internet connection, either in a public realm or a private one.