Abstract: A method, system and computer program product configured for providing a recipient with an email message or data according to a delivery preference definition. According to an embodiment the delivery preference definition is defined by a sending enterprise, and comprises one or more secure delivery mechanisms. The system comprises an encrypted gateway server configured to receive the email message or data and apply, e.g. encrypt, the email according to one of the secure delivery mechanisms selected according to the delivery preference definition. The encrypted gateway server attempts delivery of the encrypted email message or data. According to an embodiment, another secure delivery mechanism may be selected and delivery attempted if the first or previous attempt does not succeed.