Lost context.
WHAT HAPPENED
The conversation exceeded what can be considered at once, and earlier content was dropped.
Or attention was uneven across a long context.
WHAT TO DO
"Summarise what we have established so far."
Then start a new conversation with that summary pasted in.
That resets the context while keeping what matters.
WHEN TO START FRESH
The topic changed Quality dropped It referenced something incorrectly It is repeating itself
WHAT CARRIES BETWEEN CONVERSATIONS
Nothing. Each starts with no knowledge of previous ones.
FOR ONGOING WORK
Keep a short context document. Paste it at the start of each session.
THE HABIT THAT PREVENTS IT
One conversation, one task.
Carrying an unrelated discussion into new work degrades both.