I'm assuming at this point you'd need a means of pruning expired information from your list, and then importing that shorter list into a new session.

I guess the question is, can we get ChatGPT to make that new list reliably?

You could store whatever personal data you want in embeddings and use the api to refer to those. Can't do it on vanilla ChatGPT with the website though, I don't think.

Am I missing something or is that the opposite of how embeddings work?

https://platform.openai.com/docs/guides/chat - this API endpoint for completions doesn't take embeddings, just messages.

Their API docs for embeddings also don't talk about using them to get outside of the context size limit; instead, the way I've used it and seen others is "create embeddings from documents to enable fast search for relevant documents to populate in context" which still requires a separate data store.

Every time I add or complete a task, ChatGPT outputs the latest complete copy of my task list (I only had to ask it to do this the first time, then it just did that automatically). So, in other words, it always updates the latest "live state" in its most recent message. If I hit the limit on context window it would just take me ~30 seconds to open up a new window with my original prompt and the latest iteration of my task list if I so desired.

Here's where I posted a snippet of this convo a couple weeks ago: https://news.ycombinator.com/item?id=35390644

This looks way more like "improved chat interface to a Reminders app compared to Siri" or such than "prioritize and remember things with human intuition".