A method and system for personalizing e-mail signatures is disclosed. A method for generating personalized signed electronic mails to be sent from a client side to a server side of an electronic mail (e-mail) application in accordance with an embodiment of the present invention includes: creating a plurality of recipient categories; associating e-mail application environment information with the plurality of recipient categories to create a set of conditional rules; using the set of conditional rules to create a plurality of signatures; creating an e-mail having a recipient address and message text, inserted in a respective address field and text field; searching the plurality of signatures to find a signature matching the recipient address; and transmitting the e-mail to the recipient address with the matching signature inserted in a signature field of the e-mail.