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 peter_watt,

    peter_watt peter_watt Jan 21, 2014 12:14 AM in response to bradhs
    Level 3 (910 points)
    Jan 21, 2014 12:14 AM in response to bradhs

    Bradhs interesting to read about MS patches to Exchange, but how do you explain cases where all the problems experienced with Mavericks are cured by switching to Outlook for Mac? 

    Points to me as a fragility in Mavericks mail, which is presumably why people on the Seed beta program are reporting that it is now looking rosy and wait for the fix.  If the problem was Exchange, why do Apple work on a fix?

  • by Csound1,

    Csound1 Csound1 Jan 21, 2014 6:18 AM in response to peter_watt
    Level 9 (51,442 points)
    Desktops
    Jan 21, 2014 6:18 AM in response to peter_watt

    Peter,

     

    Do you understand the Exchange is like a continual work in progress, one with so many configuration options it is difficult to even describe a standard setup.

     

    I host my own Exchange server, I never have any issues with any mail client (as posted here before)

     

    IT Depts tend to be lazy, lacking in knowledge, and opposed to Macs.

     

     

    peter_watt wrote:

     

    , but how do you explain cases where all the problems experienced with Mavericks are cured by switching to Outlook for Mac? 

    And how do you explain the many users who did not find that Outlook fixed their issue?

  • by Cuttergott,

    Cuttergott Cuttergott Jan 21, 2014 8:02 AM in response to bradhs
    Level 1 (0 points)
    Jan 21, 2014 8:02 AM in response to bradhs

    Hi Brad,

     

    once again, many thanks for your help and advice. I really appreciate it if peolpe are interested in helping other and keep posting and offering help. That is great! Thank you!

     

    Nevertheless, I received the Office 11 installer later this afternoon, did the install, created an account with autodiscover, and received my emails. Did a test with Outlook, send out an email with 87KB attachment, went out fine. Sent out another email with a 4MB pdf attachment, went out smooth, no issues.

     

    Did the test again with mail, sent out an email with the 87KB attachment... well, it is stuck in my outbox since 2 hours, blocking all my traffic.

     

    Okay, so for me that is clear: will use Outlook from now on.

     

    many thanks again

    -chris

  • by Global,

    Global Global Jan 21, 2014 2:35 PM in response to Cuttergott
    Level 1 (25 points)
    Jan 21, 2014 2:35 PM in response to Cuttergott

    It is clear to me, too, that for now Mail won't do with Exchange. I have many of the same problems and have resolved to wait for the Apple fix.  I briefly tried Outlook, but gagged at the confusing complexity of it. I was back in Microsoft land. So in the meantime I tried Foxmail, which is free, is available in the Mac App store and works very well with Exchange, including sending attachments.  Unlike Outlook, it looks and feels a lot like OSX Mail so I am  right at home using it.

    I should add that I have not been able to make Foxmail work with the Exchange global address book for my institution. That's a limitation. It is working fine, though with my own contacts saved on the Exchange server.

    So while waiting for an Apple fix to you problem, you might want to try Foxmail, too.

    Global

  • by peter_watt,

    peter_watt peter_watt Jan 21, 2014 5:13 PM in response to Csound1
    Level 3 (910 points)
    Jan 21, 2014 5:13 PM in response to Csound1

    Me explain? Well I will explain just one thing. Mavericks mail is a piece of crap needing big fixes for several major errors missed by the first big fix in November.

     

    You don't have the problem. You don't have the solution. So keep out.

  • by Csound1,

    Csound1 Csound1 Jan 21, 2014 5:22 PM in response to peter_watt
    Level 9 (51,442 points)
    Desktops
    Jan 21, 2014 5:22 PM in response to peter_watt

    "You don't have the problem. You don't have the solution. So keep out"

     

     

    Unfortunately you dont get to make those decisions.

  • by bradhs,

    bradhs bradhs Jan 21, 2014 5:24 PM in response to Cuttergott
    Level 1 (0 points)
    Jan 21, 2014 5:24 PM in response to Cuttergott

    Hi Chris,

     

    That's great news! Outlook for Mac does fair better than Mac Mail in Mavericks 10.9.1.  Look out for Mavericks 10.9.2 to resolve the issues with Exchange.

     

    Though, the fact that you've had issues with attachments still points to timeout, especially when sending attachments.  I believe you'd be better served to have your IT guys up the timeouts and data lengths in EWS and IIS.  That will reduce retries and timeouts in all products that communciate via EWS.

     

    Global,

    Foxmail looks great!

     

    Csound,

    I'm glad to see others on here who have deep Exchange knowledge.

     

    Bradley

  • by JayMMueller,

    JayMMueller JayMMueller Jan 21, 2014 5:26 PM in response to bradhs
    Level 1 (0 points)
    Jan 21, 2014 5:26 PM in response to bradhs

    Hi Brad,

     

    Some good points and resources....but as someone who administers a number of smaller clients with Exchange, it isn't always ideal to tinker with some of those settings as it can result in a kind of 'butterfly effect'.  One change today might result in a logging issues tomorrow, or being susceptible to a DDOS tomorrow.

     

    All told, it appears that Microsoft has the Outlook 2011 product automatically throttle while Apple's 'Supports Exchange' apps...do not do a very good job.

     

    -Jay

  • by peter_watt,

    peter_watt peter_watt Jan 22, 2014 2:47 AM in response to Csound1
    Level 3 (910 points)
    Jan 22, 2014 2:47 AM in response to Csound1

    Csound1 wrote:

     

    "You don't have the problem. You don't have the solution. So keep out"

     

     

    Unfortunately you dont get to make those decisions.

    I know, it was simply a request. If you can only be smug and  condescending, best shut up.  I don't think I am alone in that opinion.

     

     

  • by moulles,

    moulles moulles Jan 22, 2014 3:14 AM in response to JayMMueller
    Level 1 (5 points)
    Jan 22, 2014 3:14 AM in response to JayMMueller

    JayMMueller is right on the money.

     

    Further, CSound ignores the fact that Apple can be incredibly insular, to the point that internal departments seem impervious to outside information from customers or the customer facing support team, until they are roundly embarassed in public. Even then, they tend to drag heels.

     

    I still love Apple products, but the above, along with serious questions these repeatedly unfixed issues have to lead one to ask about the quality of Apple QA, give me real pause. Exchange support has been seriously broken since Mountain Lion. I reported and escalated what I saw of these issues within a few weeks of its release. Eventually, even going the letter to Tim Cook route, when support seemed clueless and ineffective, then being routed to an executive support person to help me with my concerns. Still, here we are over a year and many point releases later, with a defective product that Apple still claims 'supports Exchange'.

     

    It doesn't. Maybe it will soon. But without violating NDA, let me say that I am not hopeful. Heck at this stage, they haven't even seemed to lick the issue of Mail wanting to download tons of mail messages and attachments it should already have cached, each time it's instantiated. Exchange servers are fickle. But that points to some serious engineering flaws in Mail.

     

    I'll keep writing bug reports. No one seems to be reading them though.

  • by bradhs,

    bradhs bradhs Jan 22, 2014 9:02 AM in response to moulles
    Level 1 (0 points)
    Jan 22, 2014 9:02 AM in response to moulles

    Okay everyone, that was some great reading.

     

    For the newbies to this thread:

     

    Mavericks 10.9.1 does not reliably function with certain versions of Microsoft Exchange. Make sure your IT department has Exchange and the Windows server that it is hosted on fully patched.  Latest Service Pack and Commulative Update.

     

    If you're having a timeout issue while sending emails with large attachments please make sure your IT department has properly configured EWS and IIS settings.

     

    If you're having any other problems then please describe it here.  You can also wait for OSX 10.9.2 as it will most likely solve issues with Exchange.

     

    In the mean time you can switch to IMAP/SMTP.  Exchange fully supports IMAP and SMTP protocols.

  • by pavvad,

    pavvad pavvad Jan 22, 2014 9:40 AM in response to bradhs
    Level 1 (1 points)
    Jan 22, 2014 9:40 AM in response to bradhs

    Hi All,

     

    I've reading all this discussion about EWS and proper configuration of Exchange to work with Mail. Although in some cases that might solve the issue, in many other it will not.

     

    My firm uses Office 365, so our Exchange server is actually configured and managed in the cloud by Microsoft itself, to work with any mail client. Nevertheless, after upgrading to Mavericks my life in Mail became a nightmare.

     

    Problems include:

    (a) the automatic migration of messages is a disaster, so Mail 7 lost all the index and all messages

     

    (b) rebuilding mailboxes did not work so I had to delete the account (its files and indexes in the Library) and recreate the account. I have 20GB of messages, with 100+ mailboxes so on can image how long it takes...

     

    (c) even after all that, Mail still has many problems when syncronizing with Exchange, such as a huge lag, mailboxes with punctuation are always a problem and we don't even get an attachment count anymore.

     

    Unfortuynately, going back to ML will be a bigger pain, as I have already updated third party software like parallels so I either wait for 10.9.2 or switch to Outlook (which also requires more waiting to DL all my mailboxes again and a lot of training).

  • by bradhs,

    bradhs bradhs Jan 22, 2014 3:13 PM in response to pavvad
    Level 1 (0 points)
    Jan 22, 2014 3:13 PM in response to pavvad

    Hi Pavvad,

     

    Yes, Mavericks broke Exchange connectivity in many ways.  Since you are on 365 you can use IMAP.  When 10.9.2 comes out you can switch back to Exchange.  The interesting twist to this is that IMAP was broken with Microsoft hosted solutions, though, all should be well now.  (Article re broken IMAP on 365: IMAP throws Error 9 - Server error when fetching mail)

     

    Anyway .... Here's some information to get you going.

     

    Configure IMAP/SMTP here: http://office.microsoft.com/en-us/outlook-help/settings-for-pop-and-imap-access- HA102908389.aspx

     

    • Incoming mail server settings: These are your incoming (POP3 or IMAP4) server settings.
      • If you’re connecting to your Office 365 email, use the following settings.

    SERVER NAMEPORTENCRYPTION METHOD
    POP3outlook.office365.com995SSL
    IMAP4outlook.office365.com993SSL
    • Outgoing mail server settings: This is your SMTP server name.
      • If you’re connecting to your Office 365 email, use the following settings.

     


    SERVER NAMEPORTENCRYPTION METHOD
    SMTPsmtp.office365.com587TLS
  • by Csound1,

    Csound1 Csound1 Jan 22, 2014 3:16 PM in response to peter_watt
    Level 9 (51,442 points)
    Desktops
    Jan 22, 2014 3:16 PM in response to peter_watt

    peter_watt wrote:

     

    Csound1 wrote:

     

    "You don't have the problem. You don't have the solution. So keep out"

     

     

    Unfortunately you dont get to make those decisions.

    I know, it was simply a request. If you can only be smug and  condescending, best shut up.  I don't think I am alone in that opinion.

     

     

    Condescension is in the eye of the beholder.

  • by Foil Man,

    Foil Man Foil Man Jan 22, 2014 3:24 PM in response to bradhs
    Level 1 (0 points)
    Jan 22, 2014 3:24 PM in response to bradhs

    Hi Brad,

     

    Ok this is going to show my ignorance, but here goes anyway. When I go to my OWA account via the web and I try to look at the settings I get nothing. I dont even know which exchange I have. Where is that info?  Obviously I am not an IT guy. Just the guy who has been assigned to figure this out  for our company.

    Thanks.

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