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Every PM I know who uses AI regularly feels the same frustration of hitting chat limits. I’ve been experimenting with a prompt to help. When you hit your chat limit, replace your last chat bubble (using the ✏️ icon on any LLM) with the following: 
This conversation has reached its context limit. Create a document that can serve as the initial context for a fresh blank LLM thread. Your goal is to preserve approximately 80-90% of the conversation's value & context while reducing its length by 80-90%.

Act as an expert handing off to another expert who will help me, and want to set them up for maximum success, as close as possible to having been there all along. Tell the new expert what instructions or behaviors to exhibit that I've implicitly or explicitly requested of you. Tell a chronological story.

Use your best judgment when it would be particularly valuable to use the original exact words of either the user or AI.

(Skip any context that is already found in the project knowledge or in your system instructions, since this will be available automatically to the new thread.)

Create a second, separate document with what you chose not to include, and why.
The last line in the prompt is for transparency. I recommend scanning what it didn’t include for peace of mind. If something should be included, tell the LLM to do so!
If you want to go deeper on implementation and adoption, I offer live courses and workshops.