How to train LLMs to ask follow up questions

Hi, I am experimenting using LLama for sales/interview call.

One of the major challenge I am facing is training LLMs to ask follow up questions. I havent been able to find a quality dataset to train the model. I tried controlling it through context but it doesnt work accurately.

Other challenge is scalability: the questions would vary from domain to domain. B2B sales call would differ from a B2C call or digital marketing interview call would differ from product manager interview call.

Any research paper/resource/technique that this community has tried would be helpful.