Key photo does not sync

I have a Mac Mini.  My photos are stored on an external hard drive.  I import them into iPhoto.  When I sync to my iPad the key photo does not show anymore.  This has only just started.

Upon further study the problem runs deeper. There is not much syncing going on at all. This mobile me sync business is confusing. I've turned syncing back on, reset contacts in mobile me (supposedly) with contacts from my computer, but the test contacts I made online in mobile me remain there. The photos and I believe other changes do not appear either. I don't think mobile me is updating. Something is broken that's for sure.

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