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Outlook 2007 - autodiscover - authentication popup mistery

PDT IT Services Blog Posts

Situation:

An outlook 2007 connecting to an Exchange 2007 prompts for user credentials multiple times when attempting to connect to "autodiscover.domain.com".

Background:

As you Exchange admins already know, Exchange 2007 uses some new type of WEBServices to publish information to Outlook 2007. (Offline address book, Out of Office,... is working using this Outlook Web Services, based on the autodiscover service - all information on EX2007 Autodiscover is detailed in http://technet.microsoft.com/en-us/library/bb232838(EXCHG.80).aspx)

Solution:

Off course, first check all your Exchange 2007 server side settings for the WEBServices are correct; (configuring this is a good way of starting to work with Powershell, as there are quiet a lot of configs to be made - above URL should lead you to all steps involved)

After confirming all my Exchange side settings were oke, my Outlook 2007 keeps getting those nasty popups. Entering the credentials several times don't give a solution; closing the popup with ESC leaves a small box in the right corner asking for "user password required". And after a few couple of minutes, the credentials popup comes back.

After a lot of investigation, I had some luck in finding the solution. For some reason, it worked for some users, but not for others. As autodiscover is not "user rights" specific, I knew I didn't had to go into that direction. I even had some more luck, when I found out it was related to my user's Internet Explorer PROXY SETTINGS !!

Indeed, proxy settings !! After entering my full internal/external domain in the bypass proxy settings field in my browser, it started working like a charm !!

In the past 2 weeks investigating this issue, I nowhere can find any indication or solution leading me to this direction. I've already forwarded my question/situation/solution to Microsoft Support Services if they can confirm my solution (Me - Myself, I know it is working, but with MS you never know...). As soon as I receive feedback on this one, I'll post it here of course.

Feel free to leave me a note if you should have the same issue and found the solution here. Always nice to know my posts are helping people to a solution.

Regards,

Peter


Posted jan 30 2008, 06:05 by Peter De Tender

Comments

lager100 wrote re: Outlook 2007 - autodiscover - authentication popup mistery
on 02-03-2008 21:54

Hi Peter,

I have the exact same problem.  Have also narrowed it down to relating to proxy settings in I.E - more specifically, once you make use of SSL!  If you disable SSL in proxy settings, outlook 2007 does not prompt for credentials anymore.  This ofcourse leaves the problem of users unable to log into any secure sites - which is no good either!!

I am still trying to find out how to disable/fix this authentication problem within outlook 2007.  I would appreciate it if you post any findings here - I will do the same.

I have tried the microsoft solution by using PRF files to configure outlook, and tried to configure outlook manually without autodiscover.. popups remain.

Help!! Anyone ! :)

Cheers

Armand

lager100 wrote re: Outlook 2007 - autodiscover - authentication popup mistery
on 02-03-2008 21:59

Armand,

Thanks for your comments on my postings.

As far as I understand correctly, your last question is what exclusions I entered in my proxy settings. I excluded "*.internaldomain.local" and "*.externaldomain.com";

I hope this helps! Please inform me after your modifications.

Regards,

Peter

lager100 wrote re: Outlook 2007 - autodiscover - authentication popup mistery
on 02-04-2008 2:59

Peter,

I believe I owe you a dozen beers next time im in town.

Once I excluded *.internal domain the authentication annoyance has not been seen since.

CHEER!!!!!!!!!!!!!!!!!!!!!!!!!!!

And timing couldnt be better - I have just finished re-installing Outlook 2003 on machine 1 of 500.  Now I can leave them all as is on 2007!

Thanks again!

NafX wrote re: Outlook 2007 - autodiscover - authentication popup mistery
on 05-27-2008 6:12

Hello Peter!  

How fabulous are you?  :)

I've had this problem for months - my users were really getting cranky about it - and hadn't been able to find a solution.  I actually had a brain wave about the proxy idea myself this morning because it just occurred to me that those of us bypassing the Proxy weren't having the problem!  I did a fresh search on the issue including the proxy idea and presto! Up came your post.  :)

I'm happy to report that as things stand currently, this seems to have resolved our issue!  :)  I am of course not putting it out of the realms of possibility that the problem isn't completely fixed - I never say never - but I'm feeling quietly confident.  :)

I should have known it would be something like this, we have all sorts of issues running things through our authenticated proxy - I just figured that MS would know about this one particularly being that lots of people are out there having the same issue.

Anyhow .. enough blabbing ... thanks heaps Peter ... you're a prince among men!!  :)

Cheers!

~Natalie.

Tonky wrote re: Outlook 2007 - autodiscover - authentication popup mistery
on 01-30-2009 12:22

I have a very similar issue: win 2003 R2 server as DC also running the Terminal Server role for remote RDP clients and an Exchange 2007 Std as a member server. I am testing the setup before migrating all users from the existing ISP pop-based mail system using a test Domain name. So far, I can connect from external Outlook clients using pop using the standard set up, but when I attempt to connect the RDP Outlook 2007 clients, they fail to authenticate although the autodiscover recognises the server name and user name on the internal domain. We don't have a proxy server, so your very useful information sadly doesn't help me. Any further help from your investigations would be very helpful.

Probleme mit Outlook und Autodiscover-Dienst - MCSEboard.de MCSE Forum wrote Probleme mit Outlook und Autodiscover-Dienst - MCSEboard.de MCSE Forum
on 01-30-2010 16:19

Pingback from  Probleme mit Outlook und Autodiscover-Dienst - MCSEboard.de MCSE Forum

pst files viewer wrote re: Outlook 2007 - autodiscover - authentication popup mistery
on 04-17-2010 11:57

Yesterday my friend sent me couple important emails,but I couldn't received it no one knew how why. But fortunately later as things turned out my outlook password was damaged. I entered in the Internet and started seeking the tool which could be help me. I was lucky and found it - [url=www.recoverytoolbox.com/forgot_outlook_password.html]forgot password outlook[/url],it was situated on a soft forum. The software helped me for seconds and absolutely free as far as I remember.

Autodiscover fordert immer wieder Anmeldung - MCSEboard.de MCSE Forum wrote Autodiscover fordert immer wieder Anmeldung - MCSEboard.de MCSE Forum
on 04-21-2010 19:57

Pingback from  Autodiscover fordert immer wieder Anmeldung - MCSEboard.de MCSE Forum

pst files viewer wrote re: Outlook 2007 - autodiscover - authentication popup mistery
on 05-01-2010 16:48

Yesterday my friend sent me couple important emails,but I couldn't received it no one knew how why. But fortunately later as things turned out my outlook password was damaged. I entered in the Internet and started seeking the tool which could be help me. I was lucky and found it - <a href="www.recoverytoolbox.com/forgot_outlook_password.html">forgot password outlook</a>,it was situated on a soft forum. The software helped me for seconds and absolutely free as far as I remember.

Outlook autodiscover | Rageinthemachi wrote Outlook autodiscover | Rageinthemachi
on 11-19-2011 0:08

Pingback from  Outlook autodiscover | Rageinthemachi

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