The article delves into the development of the chatbot Artemis within the Endgame platform, emphasizing the challenges of transitioning from query syntax to natural language understanding (NLU) to create a conversational interface. It discusses the intricate components of chatbot architecture, including utterance, dialog scripts, context, action, intent, and entities, which are essential for interpreting user inputs and executing actions. The NLU pipeline, incorporating processes like tokenization, parts-of-speech tagging, and entity extraction, is crucial for understanding user intentions and processing queries effectively. The article underscores the importance of combining NLU with user experience design to provide a functional and efficient tool for security analysts and operators, illustrating how these components work together to enhance Artemis' capabilities in facilitating intelligent data searches and hypothesis testing.