Exchange 2010 on SBS 2011 not syncing correctly with Outlook 2013/2010 clients.

One of my customers is having problems with Exchange not syncing correctly with outlook clients.

Two people are known to be affected. The worst affected person is running Outlook 2013, the other is on Outlook 2010. I was finding that quite often her sent items were not appearing in the exchange client.

The user has full access and send as access to multiple accounts granted through the exchange management console. Quite often updates to these other accounts are not visible in her outlook.
The offline cache file is getting quite big, around 20GB, I imagine because it is caching all of the accounts she has access to.

I've been running her without cached exchanged mode for several months, and this works much better, however this is stopping her from being able to search her email correctly.

I've tried deleting the .ost file and allowing it to be recreated, I've also created a new profile on her outlook.

No real improvement.
c674980Director / Systems EngineerAsked:
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Alan HardistyCo-OwnerCommented:
The proof of the pudding for any sync issues between Outlook and Exchange is to check using OWA to see if the items in Outlook are visible in OWA - as OWA is the 'Master' source as is it a direct view of what lives on the Exchange server.

If Outlook items don't show in OWA or OWA items don't show in Outlook, create a new Outlook Profile for the user and let it pull down all the items and see if the problems goes away.

Any missing items can be exported from the 'old' profile and imported into the 'new' profile so that nothing gets lost.

Alan
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Hypercat (Deb)Commented:
Have you tried disabling cached mode for the additional mailboxes?  If you want to give this a try.  You can go through Control Panel/Mail and double-click to edit the mailbox setting, or from Outlook 2010:

File->Account Settings-> double click on your Exchange account

Click the More Settings button...->Advanced tab and disable the option: Download shared folders.
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Larry Struckmeyer MVPCommented:
Just a swag on this.... possibly they are sending from a different pop3 account?  Sent items would be in the sent items for that account.
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c674980Director / Systems EngineerAuthor Commented:
In this situation, I have set up access to multiple accounts by going into exchange manager and delegating full permissions to the user.
- Sent items were not appearing in OWA or in the user's ost file.
- Deleting and recreating the profile made no difference to the problem.
- Sent items were not appearing anywhere - She'd been using the same configuration for several years, so she knows where sent items were supposed to be.

Hypercat - that's a thought - it might be worth removing her full access privileges and logging into each account separately - just so as i can independently enable or disable cache mode.

I'm probably not going to get to do much with this for a few days, as I'm not onsite that often.

Thanks for the comments - any more ideas, feel free to send them!
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c674980Director / Systems EngineerAuthor Commented:
The solution seems to be to directly connect to each required account so that it creates multiple OST files.
Previously I was delegating full access from exchange so it was all in one 20GB OST file.
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c674980Director / Systems EngineerAuthor Commented:
The other solutions were asking me to try things I'd already tried.
Hypercat's solution did give me the idea of splitting the OST files, however.
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