MarkElliott1010

Q: Exchange servers and Mavericks Mail

It loads it when you open the Mail app, but then no new messages will appear in the Exchange inbox while app is open - fetch new mail and the Activity Window show "Synchronizing Inbox" and jsut sits there and waits.. Close the app and reopen - New Mail appears.  Another  bug?

Mac mini (Mid 2011), OS X Mavericks (10.9)

Posted on Oct 23, 2013 7:42 AM

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Q: Exchange servers and Mavericks Mail

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  • by Pavillion86,

    Pavillion86 Pavillion86 Dec 23, 2013 6:24 AM in response to Johnfx
    Level 1 (0 points)
    Dec 23, 2013 6:24 AM in response to Johnfx

    Following upgrading to Mavericks I couldn't get mail to send attachments using my exchange account unless they were very small, they just got stuck in the "On My Mac" outbox.   Having read this link: https://discussions.apple.com/message/23821417#23821417 I tried changing my User name (in Preferences > Accounts) from simply "user.name", to "domain\user.name" and it seems to have fixed the problem, emails with attachments still appear in the "On My Mac" outbox rather than the "Exchange" one, but they get sent just fine.  Hopefully the fix will persist.

  • by Roland777,

    Roland777 Roland777 Dec 23, 2013 10:06 AM in response to peter_watt
    Level 1 (0 points)
    Dec 23, 2013 10:06 AM in response to peter_watt

    Hi guys,

     

    I might have a solution for the Attachment-gate which so far is working.

     

    It seems that when you set up an Exchange account, two SMTP records are stored. Below what I get when an email bounces: Two Exchange outgoing mail servers...

    Screen Shot 2013-12-23 at 10.03.23 .png

    This is what the Sr. Apple Tech told me to do:

    Go to Mail/Preferences/Accounts and select the Exchange account. In the Account Information tab click on 'Edit SMTP Server List...' under 'Outgoing Mail Server'.

    In the new window you might see:

    Exchange (Offline) which is similar to the one that shows up in above screesnhot. This the 2nd SMTP record but not the one that is needed and seems to cause the problem. He asked me to delete that one by selecting it and clicking the - (minus) button under the list.

     

    I did that and tried some emails and so far that solved the problem for me...

  • by Roland777,

    Roland777 Roland777 Dec 23, 2013 12:41 PM in response to MarkElliott1010
    Level 1 (0 points)
    Dec 23, 2013 12:41 PM in response to MarkElliott1010

    Update: After 3 hours of sending emails with several attachments bigger than 200Kb still no issues...

    Think Attachment-Gate is closed..

  • by DaveGot,

    DaveGot DaveGot Dec 23, 2013 12:46 PM in response to Pavillion86
    Level 1 (0 points)
    Dec 23, 2013 12:46 PM in response to Pavillion86

    seems to work perfectly .... Great !

  • by davidkelly,

    davidkelly davidkelly Dec 23, 2013 4:10 PM in response to MarkElliott1010
    Level 1 (0 points)
    Dec 23, 2013 4:10 PM in response to MarkElliott1010

    How are you connected to Exchange?...

    I have an Exchange Web Services connection to Exchange 2010, and Mail doesn't show any SMTP server in my outgoing mail server list - yet I can talk to Exchange OK, apart from the issue of failing to send mails with large-ish attachments.

    Hence this solution doesn't work for me.

     

    I also tried an earlier suggestion of including my domain name with my user id (e.g. domain\userid) as the Exchange login credentials, but again that doesn't solve my problem...

     

    Am still hoping that Apple comes thru with a resolution...

  • by Roland777,

    Roland777 Roland777 Dec 23, 2013 4:31 PM in response to davidkelly
    Level 1 (0 points)
    Dec 23, 2013 4:31 PM in response to davidkelly

    @davidkelly: not a specialist, but just follow the instructions and see if the screen shots match yours.

  • by davidkelly,

    davidkelly davidkelly Dec 23, 2013 5:48 PM in response to MarkElliott1010
    Level 1 (0 points)
    Dec 23, 2013 5:48 PM in response to MarkElliott1010

    Thanks, but the screen shots do not match what I see on my system. I followed the instructions but I don't have any outgoing SMTP server for my Exchange account. If I go to Mail/Preferences/Accounts and select the Exchange account, then in the Account Information tab click on 'Edit SMTP Server List...' under 'Outgoing Mail Server', I only see the SMTP server for my ISP mail account (not my Exchange account that I use at work):

     

     

    If I go to Mail/Preferences/Accounts and select the Exchange account, and "Account Information", then both the "Internal Server" and the "Outgoing Mail Server" are correctly identified as being the Exchange server. But clicking on "Edit SMTP Server List" under the "Outgoing Mail Server" drop-down list, only shows me the SMTP server for my ISP.

     

    This sounds correct to me, as I understand that Exchange does not use SMTP for outgoing mail if the connection to Exchange is via Exchange Web Services.

  • by dianeoforegon,

    dianeoforegon dianeoforegon Dec 23, 2013 6:34 PM in response to davidkelly
    Level 5 (5,753 points)
    Mac OS X
    Dec 23, 2013 6:34 PM in response to davidkelly

    Just a bit of background on attachment sizes.

     

    Entourage EWS and Outlook for Mac use a new protocol called Exchange Web Services (EWS). Entourage 2008 and earlier use an older protocol called WebDAV.

     

    The EWS protocol has a default limit of 10MB.

     

    Your administrator needs to verify he's setting the limit for EWS to match the limit he's placed on MAPI. These two protocols are set independently of each other. 10 MB is the default limit for EWS.

     

    http://technet.microsoft.com/en-us/library/hh529949.aspx

     

    Whether this has any bearing on Mavericks Mail and Exchange issues is unclear.

  • by peter_watt,

    peter_watt peter_watt Dec 27, 2013 11:23 AM in response to gjboz
    Level 3 (910 points)
    Dec 27, 2013 11:23 AM in response to gjboz

    This thread seems to have migrated from slow incoming mail to outgoing attachment problems.

     

    In response to the original problem I agree with gjboz some pages back, Airmail is another alternative to Outlook2011 to get Exchange incoming emails moving again, the advantage over Mavericks Mail being it seems to prioritize newer mails.

     

    I have bought Airmail myself and it out performs Mail even for IMAP, as fast as ipad mail.

  • by Roland777,

    Roland777 Roland777 Dec 27, 2013 2:58 PM in response to MarkElliott1010
    Level 1 (0 points)
    Dec 27, 2013 2:58 PM in response to MarkElliott1010

    Been using that tweak I described a few days ago for a few days... and sending emails with attachment >200K is causing a problem again... so only successful for a few days...

     

    Apple... anybody out there???

  • by stevenzac,

    stevenzac stevenzac Dec 29, 2013 6:45 PM in response to MarkElliott1010
    Level 1 (4 points)
    Dec 29, 2013 6:45 PM in response to MarkElliott1010

    The issue I had with Mavericks and Exchange Server 2003 is that Apple Mail stopped showing the subfolders in my inbox all of a sudden.  It was working fine for about a month.  Then even Outlook 2011 for Mac stopped syncing properly with my iPhone.  When I deleted a message from the computer it didn't delete from the phone.  If I deleted from the phone, it did delete from the computer.

     

    Tech support told me that this is a known Exchange problem.  I did a clean install back to the version before Mavericks and things are back to being right.

  • by randyKates,

    randyKates randyKates Dec 29, 2013 9:42 PM in response to stevenzac
    Level 1 (0 points)
    Dec 29, 2013 9:42 PM in response to stevenzac

    The bad news is very Likely the problem or a different problem will creep up on you in a fee days.  The good news is that Apple is working on the problem and We finally got them to acknowledge the issue.  All of these workarounds which I believe are not permanent will be superseded when they find the real issue and issue an update. 

  • by xt600,

    xt600 xt600 Dec 29, 2013 10:36 PM in response to MarkElliott1010
    Level 1 (0 points)
    Dec 29, 2013 10:36 PM in response to MarkElliott1010

    Mavericks and Mail has been my Windows Vista moment on Apple. That they were not able to fix the exhchange attachement and connectivity problems with the 10.9.1 update is disappointing.

     

    My fix after 2 months of troubles: Moving back to Mountain Lion, everything is fine now.

  • by peter_watt,

    peter_watt peter_watt Dec 30, 2013 10:38 AM in response to stevenzac
    Level 3 (910 points)
    Dec 30, 2013 10:38 AM in response to stevenzac

    stevenzac wrote:

     

    The issue I had with Mavericks and Exchange Server 2003 is that Apple Mail stopped showing the subfolders in my inbox all of a sudden. <snip>

    It was acknowledged early in the thread that having subfolders in your inbox would cause problems. An inbox is best as a pure inbox, rather than a filing system, even though it may have worked that way before Mavericks.

    Having folders elswhere to categorise stored mails is fine.

     

    Personally our family members have gone to Outlook 2011 and/or Airmail until the Exchange incoming delays are acknowledged and fixed by the Mail system designers.

  • by stevenzac,

    stevenzac stevenzac Dec 30, 2013 11:14 AM in response to peter_watt
    Level 1 (4 points)
    Dec 30, 2013 11:14 AM in response to peter_watt

    I understand that but Apple should have let everyone know about this shortcoming before people upgraded to Mavericks. Surely there was enough beta testing with exchange server to find out about this problem. You should be able to use the inbox with sub folders. I have no problem using outlook for Mac but then it stopped syncing properly with my iPhone.

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