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A derailed conversation doesn't fix itself
After enough back-and-forth edits, a chat can anchor on an earlier wrong direction and never fully shake it.
Why it happens
Each new message builds on everything before it, so an early misstep keeps resurfacing no matter how clearly you correct it.
What to do
When you notice this happening, don't keep pushing. Open a new chat and carry over your latest requirements.
Copy your latest requirements into a new chat instead of the tenth edit of the same one.