> If your lawyer sent you your case files in the form of an LLM trained on those files, would you be comfortable with that?

If the LLM-based compression method was well-understood and demonstrated to be reliable, I wouldn't oppose it on principle. If my lawyer didn't know what they were doing and threw together some ChatGPT document transfer system, of course I wouldn't trust it, but I also wouldn't trust my lawyer if they developed their own DCT-based lossy image compression algorithm.