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Microsoft exchange email sync issues

I am having a problem with Yosemite mail, some of MS exchange emails are not sync with mail, they either don't appear in mail or the contents of the email don't appear, any help

MacBook Pro with Retina display, OS X Yosemite (10.10)

Posted on Oct 21, 2014 2:58 AM

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Posted on Oct 21, 2014 9:23 AM

Apple Mail under Yosemite is unusable for me.

We use Exchange 365. Since installing Yosemite, the Apple Mail app has decided it must fetch every single mail message and attachment that I have received over the last 4 years (even though these were already present on my Mac and available in the Apple Mail app under Mavericks). This process has been taking days. It may be that it is fetching the same mail over and over in an infinite loop. The activity window seems to show the same folders being fetched again and again.


In addition, the amount of time it takes to retrieve new mail is 3-5 minutes. Often the Mail app is out of sync with the Exchange server for hours on end. I have people complaining to me that I am not responding to their e-mails because Apple Mail is not syncing properly. My iPhone running IOS 8 does not have trouble getting new mail and staying in sync.


I have given up on Apple Mail and gone back to using Outlook Mac 2011, which works perfectly under Yosemite.

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Question marked as Best reply

Oct 21, 2014 9:23 AM in response to zaawad

Apple Mail under Yosemite is unusable for me.

We use Exchange 365. Since installing Yosemite, the Apple Mail app has decided it must fetch every single mail message and attachment that I have received over the last 4 years (even though these were already present on my Mac and available in the Apple Mail app under Mavericks). This process has been taking days. It may be that it is fetching the same mail over and over in an infinite loop. The activity window seems to show the same folders being fetched again and again.


In addition, the amount of time it takes to retrieve new mail is 3-5 minutes. Often the Mail app is out of sync with the Exchange server for hours on end. I have people complaining to me that I am not responding to their e-mails because Apple Mail is not syncing properly. My iPhone running IOS 8 does not have trouble getting new mail and staying in sync.


I have given up on Apple Mail and gone back to using Outlook Mac 2011, which works perfectly under Yosemite.

Oct 21, 2014 11:15 PM in response to wer23 r2tgads

Same here. I'm so happy to find you message about this here. I'm not alone on this!


Email using MAIL with Exchange server seems to be a constant challenge for Apple!


Previously I had some success by NOT having settings done automatically with the "Autodiscover" function - in Mountain Lion etc.. - and I will try to do the mail-server settings manually again and se if this makes any difference.


Some has claimed that some of these issues are related to Exchange servers settings or exchange servers in need of updating, but most of us are far away from the Exchange server people who has their own life somewhere else. So we ned to adapt.


Please Apple, try to work even harder on this issue, even if some of the problems comes from the other side.

Oct 22, 2014 6:52 AM in response to zaawad

I resolved this same issue by opening mail > click inbox folder > click Mailbox at top of screen > click "rebuild" at bottom of the dropdown list. This should rebuild the entire Inbox and sub-folders tree. It takes a while depending on the size of your exchange mailbox, but worked fine for me. You can view progress by going to > window menu at top of screen > click "activity" and watch the folders rebuild their data...

Oct 22, 2014 10:24 AM in response to wer23 r2tgads

Ok, killing my Exchange account in System Preferences > Internet Accounts, then launching the Mail.app to make sure the account was gone, then going back to Internet Accounts and adding back in the Exchange Account and launching the Mail.app seems to have fixed the issue. It took about 12 hours to sync (and download) all my mail again, but now it has stopped fetching the same folders over and over in an infinite loop and I it is maintaining proper syncronization with the Exchange 365 server.


Ugh!

Oct 22, 2014 11:01 AM in response to wer23 r2tgads

Hi, I talked to our IT supporters, and they suggested to uncheck the "Autodiscover function" - as this function makes some "guesses" on what to connect to.

This was also the way that Mountain Lion MAIL and the exchange server was working.


So: Try to uncheck the Autodiscover function and insert you own - correct - server address.

It not so simple in Yosemite as there are two places that you need to uncheck the function and you have to save the new configuration to make it work.


Arnan de Gans explains here how to uncheck the autodiscover function and get control over MAIL and what it connects to: http://meandmymac.net/2014/10/trouble-with-yosemite-mail/

Oct 26, 2014 6:39 PM in response to zaawad

I am very frustrated with this.


And i'm surprised that Apple and Microsoft would coordinate in such a poor way and note that Mail works with exchange.


I work as a physician, and we all use iPhones and Exchange. We don't have issues there.


And I use OS X, because Im not a Windows fan.

But in Mail, and Calendar on OS X, some invitations come through, others do not.

Some mail comes through, and others do not. Right now for reasons I cannot explain, there are no emails listed from 9/15 to 10/26. No idea why. Outlook for OS X shows them without a problem. You know how frustrating it is to search for an email, and you cannot find it because its just not listed in Mail? I was in a panic! Luckily its in outlook and exchange webmail just fine.


Rebuild seems to fix some it it, but its not reliable, and the last thing we need in business is "unreliable." I am eventually gonna mess up in my business, because I'm going to miss an appointment, or an important email.


This is a HUGE issue, and I've seen it now in the 2 last versions of OS X.


PLEASE APPLE FIX THIS. Exchange integration errors can effect our workflow, and our performance, and just plain makes us look bad.

Microsoft exchange email sync issues

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