Mac Outlook 2011 Error 18500

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
LVL 1
jgutmanAsked:
Who is Participating?
I wear a lot of hats...

"The solutions and answers provided on Experts Exchange have been extremely helpful to me over the last few years. I wear a lot of hats - Developer, Database Administrator, Help Desk, etc., so I know a lot of things but not a lot about one thing. Experts Exchange gives me answers from people who do know a lot about one thing, in a easy to use platform." -Todd S.

Tony JohncockLead Technical ArchitectCommented:
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.
jgutmanAuthor 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
Price Your IT Services for Profit

Managed service contracts are great - when they're making you money. Yes, you’re getting paid monthly, but is it actually profitable? Learn to calculate your hourly overhead burden so you can master your IT services pricing strategy.

Tony JohncockLead Technical ArchitectCommented:
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..
jgutmanAuthor Commented:
OK...so no real solution yet...

Anyone else??
salaslCommented:
I have a same error with  SBS 2008 and outlook 2011 any solution??
jgutmanAuthor Commented:
Hi Salasl:

Nope....  :(

Jim
salaslCommented:
ok, I continue to seek a solution
jgutmanAuthor 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   :)
salaslCommented:
I solved the problem. Upgrade Exchange to sp3 and install the latest release.
jgutmanAuthor Commented:
Closing question for now

Experts Exchange Solution brought to you by

Your issues matter to us.

Facing a tech roadblock? Get the help and guidance you need from experienced professionals who care. Ask your question anytime, anywhere, with no hassle.

Start your 7-day free trial
jgutmanAuthor Commented:
No solution so far
McRightCommented:
I have the same problem, is this solved yet ?
It's more than this solution.Get answers and train to solve all your tech problems - anytime, anywhere.Try it for free Edge Out The Competitionfor your dream job with proven skills and certifications.Get started today Stand Outas the employee with proven skills.Start learning today for free Move Your Career Forwardwith certification training in the latest technologies.Start your trial today
Exchange

From novice to tech pro — start learning today.