One implementation provides a method of replying to a user electronic mail (email) message sent from a user within a system that processes incoming user email messages and delivers responses to these incoming user email messages. The method includes processing a user email message sent from a user to determine its content. A response based on the content of the user email message is then created. The response is delivered to the user along with a request for feedback regarding quality of the response to the user. Any returned feedback from the user is received. The returned feedback or an absence of returned feedback within a predetermined period of time is processed to determine if additional response is to be sent to the user.