I lost five days to an AI assistant that would not stop giving me the same wrong answer.
I was building an MLOps pipeline and needed to set up an Airflow DAG. Microsoft had just moved Airflow into Fabric, away from Azure, and there was almost no documentation on the new setup yet. Every time I corrected the assistant, it apologised, promised to fix it, and handed back a slightly reworded version of the same broken config. I opened fresh chats and re-explained the whole problem. Same loop, every time.
A plain documentation search would have been faster.
That experience stuck with me, and it turned into a project: reconstruct, from the ground up, why AI assistants forget, and what a system would actually need to remember properly. This is what I found.
Two failures wearing one costume






