I want to talk to ChatGPT about books—granularly reference, make outlines, debate core points, expand on topics, etc.

I would easily pay $20 per book to do this. Why can't OpenAI facilitate that txn, and why wouldn't authors be open to it?

The alternative (pirating) feels like limewire before iTunes came around.

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How about making your own ElizaOS agent for your activities? Can you have your own copy of the books and copy and past them into an LLM agent to debate?

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I get your point. I'm exploring options too, and I did see a quality demonstration on customizing ElizaOS. I have used Google Gemini 2.0 Flash to OCR images to get the text. If it's for private use, then there should be no legal issues.

Why do I need ElizaOS? ChatGPT is much better than any "crypto agent" I've seen.

It's the issue of getting the book text and pasting it into the LLM each time that is the hard part. Most formats (audiobook, kindle, physical) do not have an easily copy-and-pastable text version, so it's surprisingly difficult to do.