Have you ever thought of just hiring an Enrolled Agent to do it for you and be done with it. Talking about the “autocracy” and all that, I feel like you might just be way overthinking this. It’s not that expensive if you’re making all this money.
I can only speak for myself but I would never trust LLM's to do anything that required accuracy or understanding the nuances and ever changing details of the US Tax Code. If I were an ex-pat I would send all my documents to a CPA in the US to process and file on my behalf.