Im using outlook 07 And under File I have IMPORT/EXPORT and then it bring up a list on HOW you would like to import it or export it. Not automatic.
LOL, that option is to import your Outlook information to another program or file to back it up.
It has nothign to do with the iPhone!
You shouldn't have any options in Outlook for the iPhone!
It just adds a com plugin I'm pretty sure.
I would, uninstall iTunes.
Uninstall Outlook.
Reinstall Outlook. Make sure it's closed, and then reinstall iTunes.
I doubt trying it in the morning will fix it, unless it's a timer related issue. Most computer issues won't fix themselves.... lol