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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.

73 replies

Oct 27, 2014 10:50 AM in response to wer23 r2tgads

Hi. Thanks for the reply.


I have Mac Mail, Calendar, Notes, Reminders and Contacts running on three computers (MBP 15, MBA and 27" iMac) connected to the same Office 365 Exchange account.


There are various issues all of which seem to stem from a very slow refresh time between the Mail client and the Exchange server.


This manifests itself in a number of ways....


- Mac Apps crashing (primarily Calendar and Notes)

- Slow refresh time (minutes) for Mail on multiple devices (sometimes not appearing until I restart Mail)

- Mail messages moved into folders (I have 75 folders or so) reappearing in the inbox

- Deleted items reappearing in the inbox minutes after they have been deleted.


None of these problems occurred before I upgraded to Yosemite (except the app crashing, that happened periodically).


One point of note: Removing and re-initiating the Exchange link now gives me a message that Mail is running on the other machines (never did before). I presume they changed something in that relationship which, to me, would be a smoking gun....


Thoughts?

Oct 28, 2014 8:48 AM in response to jens_francis

I had the same problem and tried quite a few things. Here is what eventually worked for me:

  1. Delete the Exchange account in System Preferences>Internet Accounts.
  2. Quit Mail.
  3. Launch Mail and go to Preferences>Accounts.
  4. Set up the Exchange account from within Mail, NOT from within System Preferences.
  5. Once the account is set up, go to the Advanced tab inside the Mail account settings and uncheck 'Automatically detect and maintain settings.'


Setting the account up from within Mail got both Mail and Calendar up and running correctly but without unchecking that detect settings box, the account would lock up again the second time it tried to check for mail.


Chris

Oct 28, 2014 8:57 AM in response to waltoncr

I had a similar problem and I did a variation of others' suggestion:


1. Deleted all instances of my Exchange account from Mail > Accounts and from Internet Preferences.

2. Rebooted the computer.

3. When to Internet Accounts in System Settings and added my Exchange account. However! The first time I was asked for a password, I entered a bunch of random characters that wasn't my password. When prompted that my account couldn't be validated, I clicked continue and on the second screen entered the proper password. I think this is a different way of bypassing the auto discover function.


This has worked for me.


Best of luck

Oct 28, 2014 6:08 PM in response to zaawad

The way I got around this issue was by deleting the Exchange account, closing down mail, then adding the account again but using 'other...' as opposed to the 'Exchange' option. All the mail seems to be syncing normally now, there must be some sort of bug with the way Exchange account is being configured within Yosemite.

Nov 1, 2014 4:25 PM in response to tbittner

Hello,

I have temporarily solution.


First of all, i have 3 Microsoft Exchange server. One mailbox server, one Cas server and one Hub Transport server. Mailbox and Cas servers version number is 14.3 and Hub Transport server 14.1.


EWS service was running on CAS server and yosemite mail app client cannot connect and cannot sync to exchange. But when i change client settings to other server (Hub Transport server version 14.1), everything ok.


Yes its not right solution but it's will save time for me.


And now, I'm investigating the differences between them.

Microsoft exchange email sync issues

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