If you are consistent with how you do your projects you shouldn't need to update CLAUDE.md nearly every day. Early on, I was adjusting it nearly every day for maybe a couple of projects but now I have very little need to make any adjustments.

Often the challenge is users aren't interacting with Claude Code about their rules file. If Claude Code doesn't seem to be working with you ask it why it ignore a rule. Often times it provides very useful feedback to adjust the rules and no longer violate them.

Another piece of advice I can give is to clear your context window often! Early in my start in this I was letting the context window auto compact but this is bad! Your model is it's freshest and "smartest" when it has a fresh context window.

It takes a lot of uncached tokens to let it learn about your project again.