Hate to be that guy, but did you tell it up front not to ask? And, of course, in a long-running conversation it's important not to leave such questions in the context.

The weird thing is that when I tried to tell it to distill it to a much smaller message it had no problem outputting it without any followup questions. But when I edited my message to ask it to generate a larger response, then I got stuck in the loop of it asking if I was really sure or telling me that `I apologize, but I noticed this request would result in a very large response.`

It sparks me as odd, because I've had quite a few times where it would generate me a response over multiple messages (since it was hitting its max message length) without any second-guessing or issue.