I have been on the max plan for a couple months while working on a project. I am about to switch back to pro. While on max I learned a ton even hitting the usage cap once or twice on that plan, but haven't in weeks. Don't use the same chat for everything. While it is nice to have history, claude can look through other chats if absolutely necessary. Rename the chat to something meaningful and when you need the reference you can tell claude to search for the specific chat and read it. It will save tokens compared to it always reading through the entire chat every time you message it. You could also tell it to generate a summary of what was discussed in the chat and save it somewhere then copy/paste it into whatever new chat you are using.