Mac Outlook 2011 Error 18500

jgutman
jgutman used Ask the Experts™
on
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
Comment
Watch Question

Do more with

Expert Office
EXPERT OFFICE® is a registered trademark of EXPERTS EXCHANGE®
Tony JohncockLead Technical Architect

Commented:
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.

Author

Commented:
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
Ensure you’re charging the right price for your IT

Do you wonder if your IT business is truly profitable or if you should raise your prices? Learn how to calculate your overhead burden using our free interactive tool and use it to determine the right price for your IT services. Start calculating Now!

Tony JohncockLead Technical Architect

Commented:
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..

Author

Commented:
OK...so no real solution yet...

Anyone else??

Commented:
I have a same error with  SBS 2008 and outlook 2011 any solution??

Author

Commented:
Hi Salasl:

Nope....  :(

Jim

Commented:
ok, I continue to seek a solution

Author

Commented:
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   :)

Commented:
I solved the problem. Upgrade Exchange to sp3 and install the latest release.
Commented:
Closing question for now

Author

Commented:
No solution so far

Commented:
I have the same problem, is this solved yet ?

Do more with

Expert Office
Submit tech questions to Ask the Experts™ at any time to receive solutions, advice, and new ideas from leading industry professionals.

Start 7-Day Free Trial