Abstract:Chatbots have been an interesting application of natural language generation since its inception. With novel transformer based Generative AI methods, building chatbots have become trivial. Chatbots which are targeted at specific domains such as medicine, psychology, and general information retrieval are implemented rapidly. This, however, should not distract from the need to evaluate the chatbot responses. Especially because the natural language generation community does not entirely agree upon how to effectively evaluate such applications. With this work we discuss the issue further with the increasingly popular LLM based evaluations and how they correlate with human evaluations. Additionally, we introduce a comprehensive factored evaluation mechanism that can be utilized in conjunction with both human and LLM-based evaluations. We present the results of an experimental evaluation conducted using this scheme in one of our chatbot implementations, and subsequently compare automated, traditional human evaluation, factored human evaluation, and factored LLM evaluation. Results show that factor based evaluation produces better insights on which aspects need to be improved in LLM applications and further strengthens the argument to use human evaluation in critical spaces where main functionality is not direct retrieval.