I think I've seen the opposite end of this as well: I get the most value from any LLM when I ask it one very targeted question with a followup. I don't fall outside of any sort of context window sizing when I am doing that. That isn't to say that I don't have a few long engineering discussions that are helpful, but most are very to the point. It helps that I have decades of experience at this point and effectively know what to ask to narrow the scope quickly.