I have to ask Claude to compact the comments every time, and I give specific criteria for it. Never ever reiterate what’s in the code, never mention decisions not made, never mention the conversation, etc etc.
Even then it is conservative. For the love of God, compact the comments.
Comments become a huge maintenance burden, especially in the age of AI. They just grow and grow, and then mislead the AI later on.
I just wrote a utility to rip all comments out of the code. Now the code is fully uncommented and it has saved lots of input tokens and also lots of meandering because the model is no longer getting stuck on bad ideas it told itself about.