Methods and systems for protecting sensitive data using conversational history are described herein. An enterprise data validation server may receive conversation snippets and create a topic model. The enterprise data validation server may detect a message is being sent from a first user to a second user, determine a topic distribution between the first user and the second user, and a topic distribution of the message. The enterprise data validation server may determine a bias value associated with the message by comparing the topic distribution of the message and the topic distribution between the first user and the second user. Accordingly, based on a determination that the bias value exceeds a threshold, the enterprise data validation server send an alert containing a warning message.