"The iPad is strongly tied to the workflow that Apple suggests, and that's a workflow that removes files as a concept, abstracting them away. It's quite possibly a genius approach in terms of how accessible it is to non-tech people, even though it doesn't sit right with me."

I ran into the same thing when I acquired an iphone. After moving all of my music files to the iphone (with itunes, etc.) - look at this picture:

https://www.ilounge.com/assets/images/articles_tagging/2011/...

SO many choices ... and what is missing ? filename

This comes into play when you have uncompressed, raw rips (WAV/PCM) of CDs which have no metadata - there is nothing but the filename.