An electronic mail system includes an electronic mail utility with a message creation interface responsive to user input to create an electronic mail message. A reconsideration prompting module is operative to extract one or more intended information elements from the message created using the electronic mail utility and to present them to the user in a display area. The reconsideration prompting module includes a reconsideration prompting control responsive to user input to confirm reconsideration of the meaning of intended information elements from the created message before sending the message. A network interface is operatively connected to a network and responsive to messages approved by the reconsideration prompting module.