I have encountered the exact same kind of frustration, and no amount of prompting seems to prevent it from "randomly" happening.

`the error is on line #145 fix it with XYZ and add a check that no string should ever be blank`

It's the randomness that is frustrating, and that the fix would be quicker to manually input that drives me crazy. I fear that all the "rules" I add to claude.md is wasting my available tokens it won't have enough room to process my request.