[PLenz]

It's a generalization problem. We can train LLMs that 'know' a lot of stuff in the global sense but the tasks that are interesting to people require the LLM to know a lot about you and your world in a very specific sense. The technical problem is that it's all corner cases and that's impossible to scale right now. No amount of context window is going to get you there either.

[JamesSwift]

I respectfully disagree. The scenario posted by the GP is very clearly an "easy" task of basically sentiment analysis. The only thing it requires is a way to query your message history, then it just goes through them 1-by-1. I would expect any of the current SOTA agentic models to handle this with ease.