A system and method of assisting a user include displaying a status of at least one of an installation and configuration within a first of a plurality of windows. A point of progress of at least one of the installation and configuration is monitored. Knowledgebase information is retrieved related to the point of progress. The knowledgebase information is displayed within a second of the plurality of windows to assist the user with the at least one of the installation and configuration. An instant messaging chat session can be displayed within a third of the plurality of windows to assist a user with the at least one of the installation and configuration.