Disclosed herein is system 102 and method for examining relevancy of documents. The system 102, based on request from the user extracts documents from one or more data sources 210. The system 102 then obtains from the user, user intention information 108 and user queries 110. The system 102 then analyses each document with respect to user intention information 108 in order to determine a relevancy level of each document. The relevancy level is indicated in the form of a ranking score. The system ranks and displays the documents to the user in the order of their scores. The system 102 also highlights important excerpts from the documents and provides one or more responses 222 to the one or more user queries 110 submitted by the user for each and every document. Based on the received responses, user provides feedback for further training the system, thereby achieving better accuracy.