Disclosed are techniques to model when authoritative responses are expected to be received in real-time chat dialogues to facilitate monitoring a live real-time chat and connect a participant to provide an authoritative answer at an appropriate time during the live real-time chat. Historical real-time chat dialogues are used to generate a model for when authoritative responses are expected in real-time chats. A live real-time chat is monitored for an ongoing discussion without an authoritative response, and a response latency window of the model for the live real-time chat is adjusted based on the ongoing discussion in the live real-time chat. In some embodiments, upon entering an optimal window of the ongoing discussion of the live real-time chat indicated by the model where it is determined that no authoritative response is yet received, a new participant is connected to the live real-time chat to provide an authoritative response.