As someone who has finally found a way to increase productivity by adding some AI, my lesson has sort of been the opposite. If the initial response after you've provided the relevant context isn't obviously useful: give up. Maybe start over with slightly different context. A conversation after a bad result won't provide any signal you can do anything with, there is no understanding you can help improve.
It will happily spin forever responding in whatever tone is most directly relevant to your last message: provide an error and it will suggest you change something (it may even be correct every once in a while!), suggest a change and it'll tell you you're obviously right, suggest the opposite and you will be right again, ask if you've hit a dead end and yeah, here's why. You will not learn anything or get anywhere.
A conversation will only be useful if the response you got just needs tweaks. If you can't tell what it needs feel free to let it spin a few times, but expect to be disappointed. Use it for code you can fully test without much effort, actual test code often works well. Then a brief conversation will be useful.
It will happily spin forever responding in whatever tone is most directly relevant to your last message: provide an error and it will suggest you change something (it may even be correct every once in a while!), suggest a change and it'll tell you you're obviously right, suggest the opposite and you will be right again, ask if you've hit a dead end and yeah, here's why. You will not learn anything or get anywhere.
A conversation will only be useful if the response you got just needs tweaks. If you can't tell what it needs feel free to let it spin a few times, but expect to be disappointed. Use it for code you can fully test without much effort, actual test code often works well. Then a brief conversation will be useful.