Method and system for providing information and advertising content in a telephone system

A method for operating a directory assistance process adapted to provide a targeted message to incoming callers totally or substantially free of one or more 411-type directory assistance calling charges. The method includes receiving a phone call from an incoming caller and receiving a voice based request for information associated with directory assistance from the caller. The method also includes determining phone number information in response to the request through one or more first databases and identifying a phone number associated with the incoming caller using a caller identification process. The method further includes querying at least one database to ascertain a match between the phone number associated with the incoming caller and at least one of a plurality of identifiers in the at least one database, determining at least one message, transmitting the determined message to the incoming caller, and transmitting the phone number information to the incoming caller.