I think automated meta stuff is the least of issues to be concerned about with WinFS.
I've been watching the PDC video presentations on WinFS. Having worked in the distributed object oriented database industry for a number of years, I can foresee potential nightmares that are being portrayed as dreams in these videos.
Why not make a real database more manageable for applications and end users? As it stands WinFS seems about half baked and certainly schizophrenic.
Conceptually WinFS is near the top of appealing Longhorn concepts. Practically, WinFS comes across as a needing a good bit more reality infused to get into production.