Large organizations respond to numerous volumes of Request for Proposals (RFPs) annually. The process of responding to RFPs is largely a manual and time-, effort-, and intellect-intensive endeavor, and vulnerable to errors. To bridge these gaps, we present RFPAnaFit, a tool designed for RFP Analysis, Fitment evaluation, and automated response generation. RFPAnaFit provides an automated solution for generating responses to RFPs. RFP typically comprises a set of questions that outline the requirements for various capabilities that need to be addressed. It leverages product capability documents and uses multiple techniques to assess the fitment of RFP requirements against product capabilities and generate RFP response document. We have tested RFPAnaFit on a real-world, large-sized product with two RFPs, demonstrating its effectiveness and providing valuable insights. While the findings are shared within the context of an industry-specific product, we believe that researchers and practitioners will find the lessons learned from this approach applicable to other domains as well.