I'm not sure about that, but his incompetence is fully understandable, since he is still learning the ship - typically the proces of installing an AI in a new peice of equipment would be more elaborate then shoving it in.
Not quite; it's mroe a matter of scale and tidel forces around a singularity are exactly that powerful. The process is sometimes called spagettization. Whether the information is lost or not, is still unknown as far as I know.