> It's like working with someone on their first day.
This matches my experience exactly, but worse than working with a human on their first day, day 100 for an AI is still like working with them on their first day. Humans have effectively infinite context windows over a long enough period of time, AIs context windows are so constrained that it's not worthwhile to invest the effort to 'teach' it like you would a junior engineer.
It’s not really that humans have infinite context windows, it’s more that the context windows are a very poor substitutes for long term memory.
Memory even in a text heavy field like programming is not only text based so it’s often hard to describe for example an appropriate amount of error checking in prompt.md. Giving a person with anterograde amnesia a book of everything they know - no matter how well indexed or how searchable will not fix the lack of long term memory.