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Calendar entries not fully syncing to iPhone

Posted on 2014-01-15
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Last Modified: 2014-05-18
Hello Everyone,

I've been googling my situation for a few days now and it seems like either I am describing my problem differently than others, or my situation is not quite the same, so I am posting here to see if anyone can lend a hand.

I have an SBS 2003 (Exchange 2003) server and one user with Outlook 2007 and an iPhone.  The problem the user is reporting is that not all calendar entries are appearing on the iPhone; they are guessing one or two out of every ten.

Seemingly it is the events created in Outlook 2007 that have the issue; events created on the phone and in OWA seem to sync just fine.

I have found that in OWA, the problem events cannot be viewed; instead of event info, I recieve an HTTP 500 "page cannot be displayed" error.  I assume this is tied to the iPhone's inability to pull down the calendar entry.

Interesting, if I open the mailbox using Outlook 2003 on the server itself, I can see even data.

I have recreated outlook/iPhone profiles, toggled cached mode on and off, and rebuild Exchange virtual directories (there were other reasons for this, but I thought it would be a nice side effect to fix this issue), yet the issue persists.

Any thoughts or suggestions as to what else to try?

Thanks in advance!
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Question by:ITEdge
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Expert Comment

by:Alexios
ID: 39791946
Hello
You mentioned that probably outlook is responsible for this situation.
Did you try setting up the user account to a different pc, different outlook, from scratch?

Further on that,
Test in Outlook Safe Mode if the problem still occurs and post the results

1. Click Start | Run.
2. In the Open box, type: "Outlook /safe" (without the quotation marks)
Notes: There is a space character between Outlook and the forward slash (/).
3. Click OK.

The above will tell us if an Outlook add-in is causing the problem
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Expert Comment

by:btdownloads7
ID: 39793649
You first have to isolate if the problem is with Outlook or the Exchange server. So, have the user stop using Outlook for a few days, and use OWA (which is direct access to the exchange server) on his desktop instead. If the problem continues, then the issue is somewhere between the exchange server and the iPhone. And if the problem stops, then the problem is with their Outlook. And depending on which of those 2 scenarios it is, the troubleshooting will be vastly different.
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by:btdownloads7
ID: 39875927
have you tried my suggestions?
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ITEdge earned 0 total points
ID: 40061890
It must have been something with the Outlook install.  I upgraded to 2010 and the problem has not resurfaced.
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Author Closing Comment

by:ITEdge
ID: 40073000
Found the solution through my own troubleshooting
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