Mac Outlook 2011 Error 18500

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    Hi.
    My client is running SBS 2011/Exchange 2010.  He is running on a Mac with Outlook 2011

    The mac is able to RECEIVE email just fine from the exchange server.
    However, the Mac CANNOT SEND any email.  Just sending a short 1 word email, with no attachment, gives the error:

    "HTTP error. The server cannot fulfill the request.
    Details
    ----
    Mail could not be sent. The message has been moved to your Drafts folder.
    Error -18500"

    I *really* hope someone can help!  I''m stumped.

    TIA,
    jim
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    Accepted Solution on 2011-11-16 at 05:25:24ID: 37145334

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    Comments

     
    rosen01

    Expert Comment

    2011-08-31 at 22:24:09ID: 36464853
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    Tony1044

    Expert Comment

    2011-09-01 at 02:30:29ID: 36465652
    Yeah this can be a fairly common problem.

    I found I had to enable basic authentication on the EWS subfolder of the Exchange box's IIS manager to get Outlook 2011 to behave properly.

    If you make this change, remember to issue an IISRESET on the Exchange server otherwise it won't take until reboot.
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    jgutman

    Author Comment

    2011-09-01 at 04:20:49ID: 36466007
    Big Point:  This happens on *tiny* emails also, as well as emails without attachments.  That's the point I don't understand.  Everything I've read so far about this error is with attachments or big emails.

    EWS is enabled and Basic authentication is turned on.  Couldn't get Outlook to connect to Exchange without doing this.

    Jim
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    Tony1044

    Expert Comment

    2011-09-01 at 04:47:23ID: 36466098
    Crikey it looks like you're far from alone:

    http://social.technet.microsoft.com/Forums/en-US/exchangesvradmin/thread/edc8e982-18b2-48f1-9885-fa20dbe957dd/

    From what people are saying, it appears to be a regressional bug that's found it's way back into Outlook 2011..
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    jgutman

    Author Comment

    2011-09-04 at 11:39:46ID: 36481084
    OK...so no real solution yet...

    Anyone else??
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    salasl

    Expert Comment

    2011-09-21 at 05:08:13ID: 36573243
    I have a same error with  SBS 2008 and outlook 2011 any solution??
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    jgutman

    Author Comment

    2011-09-21 at 05:11:55ID: 36573269
    Hi Salasl:

    Nope....  :(

    Jim
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    salasl

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    2011-09-21 at 05:24:50ID: 36573366
    ok, I continue to seek a solution
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    jgutman

    Author Comment

    2011-09-21 at 05:30:51ID: 36573403
    Please do let me know if you find one!  I'm actually consitdering calling microsoft and paying for a support call to solve the issue.....but I'd rather not   :)
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    salasl

    Expert Comment

    2011-10-13 at 00:30:48ID: 36960547
    I solved the problem. Upgrade Exchange to sp3 and install the latest release.
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    Accepted Solution

    2011-11-16 at 05:25:24ID: 37145334Best
    jgutman earned 0 total points
    Closing question for now
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    jgutman

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    2011-11-16 at 05:26:09ID: 37169431
    No solution so far
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    McRight

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    2012-08-08 at 07:12:21ID: 38271435
    I have the same problem, is this solved yet ?
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