Maybe try opening Calibre proper and adding the pdf to your library first? It should work the way you’re doing it, not sure why it’s hanging like that - unless there’s a problem with your Library location?

I feel like this is just investing in the tech hype of AI - AI/LLMs are really just probability calculators, if very impressive ones.

We’re not going to see ‘god-like’ AI run rampart and become sentient (at least not any time soon) - the real dangers of AI are the applications of it that are done my humans. The people who force it into spheres that it is ill-equipped to benefit, to undercut people who’s work can be ‘replaced’ or ‘enhanced’ by AI.

AI will inevitably be harmful. But not because it becomes uber-advanced; it will be harmful because techbros and grifters will use it badly, driven by money, hype or plain stupidity. Believing AI is more advanced than it is just feeds into the human machine that’s going to do real harm.

Did you add the pdf to your Calibre library and open it or did you open it from somewhere else?

I personally use Zathura, it’s minimalistic and uses VIM bindings.

But if you want something feature-dense, with a way of organising your library, eReader integration, file converting and more, Calibre is pretty amazing (and the actual reader part of Calibre is quite nice to use in my opinion).