Personally i would like a kind of 2D Map of 'contexts' in which i can choose in space where to ask new questions. Each context would contain sub contexts. For example maybe I'm looking for career advice and I start out a chat with details of my job history, then im looking for a job and i paste in my cv, then im applying for a specific job and i paste in the job description. It would be nice to easily navigate to the career+cv+specific job description and start a new chat with 'whats missing from my cv that i should highlight for this job'.
I find that I ask a mix of one of questions and questions that require a lot of refinement, and the latter get buried among the former when i try and find them again, so i end up re explaining myself in new chats.