The Risks of Letting AI Direct Conversations

Competition is fierce among the companies offering gen AI tools based on large language models (LLMs). Tools like ChatGPT, Claude, and DeepSeek release new functionalities on an almost monthly basis. Many of these AI-based systems, all of which use a language-based model that enables them to interact in conversational ways with users, are evolving from mere “answer providers” into “conversational agents” that ask questions to generate more useful answers. One example of this phenomenon is WaLLM, a chatbot developed to function via WhatsApp. This chat goes beyond answering simple queries by offering follow-up questions, lists of trending and recent queries, and even a “Top Question of the Day.” Another example is OpenAI’s DeepResearch function, which, like Singaporian-based Manus, is designed to ask users questions. When user requests are ambiguous, rather than simply assuming one specific interpretation, systems now often ask a clarifying question to reduce the risk of creating frustration or making mistakes.