Can't automatically update iTunes apps from different country on Mac
I learned that unfortunately the best solution when moving to another country is to open a new account in the new country and go through the tedious task of logging with different accounts when you do the updates.

I didn't do that but my wife did. And now I have the exact same issues plaguing my account as you do. I moved from North America to Europe.

I partially solved the problem by restoring the iPhone and iPad. deleting and re-downloading the apps in iTunes and re-syncing the iPhone and iPad.



Now most applications simply appear in the Apps "Updates Available" section. Otherwise they can be updated directly from the iPad or the iPhone then synced back to iTunes.

But next to my Apps I still have 27 apps as showing for updates but I can't download them as the updates are available in the US store and the apps have different versions in the US than in my current store.