An automated correspondence response system is provide for permitting a receiving entity to generate customized responses based on data extracted from received communications. The system also provides for automated management and manipulation of data extracted from correspondence received by a receiving entity for group profiling and to perform various statistical analysis thereof.The system analyzes content of received correspondence, such as celebrity fan mail, and manages the automation of responses via targeted or “customized” letters, wherein the receiving entity creates content specific fields or terms in order to respond to correspondence in an automated and yet relevant manner. The receiving entity can electronically define what data is extracted from the correspondence. A particular “customized” response to the correspondence may be electronically selected from a plurality of possible responses based on the data extracted from the sender's correspondence so that the receiving entity can effectively respond to the sender. The “customized” automated response can also be “personalized” by including sender specific data in the “customized” automated response.