That's because the Navy doesn't rely on software to do these checks, the officers and crew are supposed to ensure they don't crash. This idea of having software check things is dead in the water, because of that. The real problem is training, and much like any other human problem, this one cannot be solved through technology; it has to be solved by culture changes.

VMS, however, was horrible a decade ago, and I'm not surprised it's still horrible. We used paper charts rather than VMS back then because it was so horrible.