A system for automated drafting of a customized document, the system interfacing with a word processing application having a plurality of word processing functionalities and with a database having a plurality of data base functionalities, the system including a user interface and controller having a plurality of programming functionalities, the user interface and controller interfacing with a user by presenting a sequence of requests to the user so that the user provides information necessary to prepare the document, the user interface and controller communicating with the data base whereby the data base supplies data stored in the data base to the user interface and controller, the data being provided to the user interface and controller for providing a format for the requests to the user and for preparing text in the document, the user interface and controller and the word processing application communicating so that the user interface and controller controls the word processing application to prepare and generate the document, wherein the user interface and controller comprises a program for providing the sequence of requests to the user to obtain the information from the user for the preparation of the document and further for manipulating the document using the word processing application in response to the information received from the user, and further wherein the sequence of requests is dynamically altered by the program in response to the information provided in response to previous requests, the program determining the next request of the dynamically alterable sequence of requests to be provided to the user and when and how to manipulate the document.