Outlook 2007 no longer syncing calendar with iPhone 3GS running iOS 4.2.1 via iTunes USB.

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New calendar events do not sync from either platform to the other. I'm suspicious that an automated security update to Outlook 2007 on November 11 might have caused this; as I recall that was about the time the sync began misbehaving.

On November 10 I successfully replaced my hard drive. No restore points came along with the image of the old drive and none have been created since; I can't rollback.

Ideas? Anyone else here experiencing this behavior? (There are on Apple Discussions http://discussions.apple.com/thread.jspa?threadID=2649581&start=0&tstart=0 ) Thoughts?


Contacts still sync, and in both directions. That's really the only thing besides the calendar that I send back and forth.

Yes, iTunes Outlook Addin still shows as an Active Application Add-in.

I checked out the link. I've not had the symptoms described there.


In the end I reinstalled Outlook 2007 through SP2 and resurrected my Outlook.pst from my old hard drive. Then I imported calendar items and also contacts and email messages, ignoring duplicates. This has worked for me. At some point (right after an Outlook.pst) I'll get current on security updates to Outlook and see if the problem reappears.

Russ Valentine

you should stop using import and export for transferring Outlook data. If your data is already in Outlook format, there is no need to use import or export and doing so will only create problems like the ones you are having. Since you have an Outlook data file, you would open it to access that data, not import it.Russ Valentine


Updates installed; all is still working. No clue as to what caused my inability to sync calendars. Happy to be back in business.


Yes, I had an Outlook data file, but something about it wouldn't permit a successful sync between it and iTunes/iPhone. The import from the corrupted .pst file beat manually re-entering calendar items created since the backup I resorted too. Maybe I was just lucky; it didn't cause me a problem.
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