Abstract: A system and method for upgrading an executable chatbot is disclosed. The system may include a processor including a fallout utterance analyzer, a response identifier, a deviation identifier, a flow generator and enhancer. The fallout utterance analyzer may receive chats logs comprising a plurality of utterances and corresponding bot responses. The fallout utterance analyzer may classify the plurality of utterances into multiple buckets pertaining to at least one of an out-of-scope intent, a newly identified intent, and a new variation of an existing intent. The response identifier may generate auto-generated responses corresponding to new intents for upgrading the executable chatbot. The deviation identifier may overlay corresponding intent in the chat logs with the prestored flow dialog network to designate an extent of deviation with respect to flow prediction performance by the executable chatbot.