Then you need to update your documentation and teach claude to read the new documentation because here is what claude code answered:

Question: Hey claude, if we have a conversation, and then i take a break. Does it change the expected output of my next answer, if there are 2 hours between the previous message end the next one?

Answer: No. A 2-hour gap doesn't change my output. I have no internal clock between messages — I only see the conversation content plus the currentDate context injected each turn. The prompt cache may expire (5 min TTL), which affects cost/latency but not the response itself.

  The only things that can change output across a break: new context injected (like updated date), memory files being modified, or files on disk changing.                                                                                  
                                                                                                                                                                     

-- This answer directly contradict your post. It seems like the biggest problem is a total lack of documentation for expected behavior.

A similar thing happens if I ask claude code for the difference between plan mode, and accept edits on.

Then Claude told me the only difference was that with plan mode it would ask for permission before doing edits. But I really don't think this is true. It seems like plan mode does a lot more work, and present it in a total different way. It is not just a "I will ask before applying changes" mode.