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Outlook Prompting for Passwords to Connect to Exchange

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Outlook Prompting for Passwords to Connect to Exchange - 29.Apr.2008 12:48:48 PM   
AdmiralNemo

 

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I recently put in a brand new domain at my workplace using Server 2008 Standard and Exchange 2007 Standard.  Everything was working well for the first few days, but this morning, Outlook began prompting users to enter their credentials.  The strange thing is, the logon box's title indicates it is attempting to connect to our outside FQDN instead of the internal one.  This seems strange, but it may have to do with my usage of SSL certificates, as the valid, signed cert is has the outside address as its CN.

I have checked all the Internal URL and External URL settings everywhere I can find, and according to Get-OutlookProvider, the server is the internal name.  I have tried forcing the clients to use Kerberos or NTLM instead of negotiating the security, and I ensured that they were not using Outlook Anywhere (which some were).  They are all now using a LAN connection to connect directly using MAPI.

The strangest thing is, sometimes, users can just click cancel and the connection gets established.  Other times, though, even after typing the username and password correctly several times, it still will not connect to the server.

If anyone knows of anything I should look at, please let me know.  This is really frustrating and I am new to Exchange 07.  I appreciate any help you can give.
Post #: 1
RE: Outlook Prompting for Passwords to Connect to Exchange - 29.Apr.2008 1:08:34 PM   
Sembee

 

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What version of Outlook is this?
If it is Outlook 2007 then you need to look at autodiscover configuration. You cannot ignore autodiscover, so you need to ensure that it is working correctly.

Simon.

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(in reply to AdmiralNemo)
Post #: 2
RE: Outlook Prompting for Passwords to Connect to Exchange - 29.Apr.2008 2:01:44 PM   
AdmiralNemo

 

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Yeah, it is Outlook 2007. I had a feeling it may be the Autodiscover settings, I will check those now...I don't really know how to set all that up but I'll give it a try.

(in reply to AdmiralNemo)
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RE: Outlook Prompting for Passwords to Connect to Exchange - 29.Apr.2008 4:06:06 PM   
Sembee

 

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Take a look at this blog posting: http://exchange-genie.blogspot.com/2007/07/autodiscover-ad-attribute.html

That points out many of the issues with autodiscover.

Simon.

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Web: http://www.amset.info/
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RE: Outlook Prompting for Passwords to Connect to Exchange - 30.Apr.2008 9:48:16 AM   
AdmiralNemo

 

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Well I read through that and many pages of Microsoft documentation on the Autodiscover service, and I am no closer to a solution.  What doesn't make sense is that, even with Outlook Anywhere disabled on both the client and server, this password dialog still appears every few minutes.  If I just click cancel, it goes away and Outlook says "Need Password" in the lower-right corner, but no functionality is affected.  I can still send and receive mail, edit my and other users' calendar events, etc.

(in reply to Sembee)
Post #: 5
RE: Outlook Prompting for Passwords to Connect to Exchange - 30.Apr.2008 3:59:29 PM   
Sembee

 

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This has nothing to do with Outlook Anywhere.

It will be connected to the Offline Address Book download, which uses web services whether or not you are using Outlook Anywhere. The functionality that you haven't got is an updated Offline Address Book.

Exchange 2007 uses web services for many things with Outlook 2007 as Microsoft attempt to drop Public Folders (failing miserably, but never mind).

Simon.

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Post #: 6
RE: Outlook Prompting for Passwords to Connect to Exchange - 1.May2008 12:47:50 AM   
AdmiralNemo

 

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After pondering over your post for several hours, I think I figured out what the issue was.  For some reason, Basic and NTLM authentication were turned off for the OAB directory in IIS.  I am guessing that turning them on fixed the issue, as I haven't seen a prompt in a while.  *Crosses Fingers*

Do you think that could have been it?  I also had a similar issue with my terminal services gateway.  "Windows Authentication" was turned on but neither Basic nor NTLM were enabled. Activating them seemed to take care of it there, so I am hoping it will do the same for Exchange.

Thanks for the input all! I really appreciate the expertise I find on these forums.

(in reply to Sembee)
Post #: 7
RE: Outlook Prompting for Passwords to Connect to Exchange - 1.May2008 4:20:04 AM   
Sembee

 

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Anonymous wouldn't have the relevant permissions to the raw data, so if that was enabled and no other authenticate types were, then that would cause a problem.

Simon.

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Exchange Resources: http://exbpa.com/

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RE: Outlook Prompting for Passwords to Connect to Exchange - 1.May2008 10:37:36 AM   
mfield

 

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are your clients using outlook internally and outlook anywhere externally? 

Don't have a solution for you but this sounds suspiciously like the same thng I am experincing (also new to Exchange 2007). 

In my case, it seems that when I access email from home using outlook anywhere, the settings required (under "exchange proxy settings") remain and when I open Outlook from inside the office (connected to a domain) I get that username/password box.  I then go into account settings and see that indeed, those settings have been applied (though not needed or wanted when using outlook internally).

Wonder if this is the same situation as you are experiencing


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Post #: 9
RE: Outlook Prompting for Passwords to Connect to Exchange - 6.May2008 10:06:09 AM   
AdmiralNemo

 

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Okay, I thought I had this issue resolved, but apparently not.  It seems that if anyone leaves Outlook open overnight, when they return in the morning, it is prompting them for their password to connect to Exchange (over TCP/IP MAPI).  If they enter their password, it just reprompts and never connects.  If, however, they close outlook and reopen it, it works fine with no password prompt.

Also, every few hours, Outlook still prompts for a password to download the OAB.  If you leave Outlook closed for an extended period of time, the connection is establised correctly and everything downloads fine with no password prompts.

This is extremely frustrating, and I fail to see what is causing these authentication issues.  I checked my authentication settings for the OAB directory in IIS again, and it is set to Basic (with default domain as my internal domain name) and Windows Authentication.  Is this right?  What do others have?

Does this perhaps have to do with IIS7 on Server 2008?  I realize this is cutting-edge stuff, so I expect some bumps along the way, but this is just a pain.  If anyone has any other suggestions, I would really appreciate it.

(in reply to AdmiralNemo)
Post #: 10
RE: Outlook Prompting for Passwords to Connect to Exchange - 6.May2008 3:43:27 PM   
Sembee

 

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I haven't seen this issue with Windows 2003/Exchange 2007 and I currently don't have a Windows 2008 system to test with. However that may well be the cause of the issue. If you have been playing around with the security settings then the only thing I can suggest is that you recreate the OWA, OAB etc virtual directories using PowerShell, which will get them back to the default state, and then leave them alone and see if the problem continues.
You could also see if the web logs show anything - if access is being denied something should be logged.

Simon.

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Exchange MVP
Blog: http://blog.sembee.co.uk/
Web: http://www.amset.info/
In the UK? Hire me: http://www.sembee.co.uk/
Exchange Resources: http://exbpa.com/

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Post #: 11
RE: Outlook Prompting for Passwords to Connect to Exchange - 16.Oct.2008 2:15:30 PM   
exchangehelper

 

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After turning on Integrated Windows authentication and Digest authentication for Windows domain servers it fixed the problem.

Thank you

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Post #: 12
RE: Outlook Prompting for Passwords to Connect to Exchange - 4.Jan.2010 6:15:52 AM   
Raoulh79

 

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Dear All,

I have the same problem but the solution did not work for me. I have a 2008 small business server with exchange server 2007 and all the clients are XP with outlook 2007. I have installed the server and the exchange 1 year ago, and i didnt have this specific problem, i suppose that it happened after downloading some update maybe IIS7, i dont know. I enabled the Windows Authentication and Digest Authentication, i restarted the server but  the client pc's continues getting the dialog box for Microsoft Outlook login credentials. I am adding there the domain user credentials but after some time the same dialog box appears ???? in addition when i try to connect from a client pc to the https://sites/OAB I get the following error : server error 403 - forbidden: access is denien. you do not have eprmission to view this directoryor page using the credentials you have supplied.
In addition under Exchange managemente console\server configuration\client access\pop3 & IMAP4 in the authentication tab the logon method selected is : Secure logon. a tsl connection is required for the client to authenticate to the server...

Any help is really appreciated

Thanks in advance.


(in reply to exchangehelper)
Post #: 13
RE: Outlook Prompting for Passwords to Connect to Exchange - 4.Jan.2010 11:06:21 AM   
Jesper Bernle

 

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Have you checked this? - Internet Information Services 6.0 may not function correctly after installing KB973917

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Post #: 14
RE: Outlook Prompting for Passwords to Connect to Exchange - 4.Jan.2010 12:20:01 PM   
Sembee

 

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This is a very common question in the last month for SBS 2008 users. It is resolved by approving rollup 9 for Exchange 2007 in Updates.
Another option would be to install Exchange 2007 Sp2 as the wrapper for installation on SBS 2008 is now available.

Simon.

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Simon Butler,
Exchange MVP
Blog: http://blog.sembee.co.uk/
Web: http://www.amset.info/
In the UK? Hire me: http://www.sembee.co.uk/
Exchange Resources: http://exbpa.com/

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Post #: 15
RE: Outlook Prompting for Passwords to Connect to Exchange - 12.Jan.2010 11:00:55 AM   
nassa

 

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Hello,
i have Windows server 2008 and Exchange 2007 Sp2 and  have the same problem. I have tried some of what you said but didn't work.What i did just to minimize this issue is to change a configuration on outlook 2007.
I went to email configuration -> Send and Receive -> When outlook doesn´t have connection,  and  Uncheck the "Include this group on send and receive (F9)". This words may vary because I tried to translated from spanish to english.

This has reduced the times outlook prompts for credentials eventhough the problem still there.

(in reply to Sembee)
Post #: 16
RE: Outlook Prompting for Passwords to Connect to Exchange - 15.Jan.2010 10:12:04 AM   
glenknight

 

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There has been quite a lot of this recently and it seems to be down a recent update.

A resolution that has been working quite a bit is to do the following. In IIS Manager navigate to the website that contains your Exchange Virtual Directories (In Exchange 2007 this is Default website, in SBS2008 this is SBS Web Applications)

In turn highlight the following Virtual Directories:

AutoDiscover
RPC
EWS
OAB

Once highlighted select Authentication, right click on Windows Authentication and select Advanced Settings and put a check in the enable kernel-mode authentication.

Do this for each directory.

This seems to resolve the problem, although not entirely sure why.

< Message edited by glenknight -- 15.Jan.2010 11:34:25 AM >


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Post #: 17
RE: Outlook Prompting for Passwords to Connect to Exchange - 12.Apr.2010 12:12:01 PM   
mattclarke

 

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quote:

ORIGINAL: glenknight

There has been quite a lot of this recently and it seems to be down a recent update.

A resolution that has been working quite a bit is to do the following. In IIS Manager navigate to the website that contains your Exchange Virtual Directories (In Exchange 2007 this is Default website, in SBS2008 this is SBS Web Applications)

In turn highlight the following Virtual Directories:

AutoDiscover
RPC
EWS
OAB

Once highlighted select Authentication, right click on Windows Authentication and select Advanced Settings and put a check in the enable kernel-mode authentication.

Do this for each directory.

This seems to resolve the problem, although not entirely sure why.


We originally had a problem with the first release of KB973917 in December 2009.  We uninstalled that update and our OWA and outlook prompts for password worked fine.  We have remote offices that were being prompted for username and passwords when using outlook, and blackberry users that connect with the OWA login.  This new release again stopped these connections. 

The solution above by glenknight solved our problem with OWA and Outlook by remote users (outlook client on vpn connection, not OWA access).

Thanks GlenKnight.

(in reply to glenknight)
Post #: 18
RE: Outlook Prompting for Passwords to Connect to Exchange - 25.May2010 11:24:15 PM   
xpnetworking

 

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We to had this exact problem. I ran the SP2 Exchange Update.

We were using a SBS server 2008 so this is what we did.

1. Ran windows installer 4.5 update.
http://www.microsoft.com/downloads/details.aspx?FamilyID=5a58b56f-60b6-4412-95b9-54d056d6f9f4&displaylang=en

2. Downloaded Exchange SP2 updates and saved to c:\exchangeupdates
http://www.microsoft.com/downloads/details.aspx?FamilyID=4C4BD2A3-5E50-42B0-8BBB-2CC9AFE3216A&displaylang=en

3. Downloaded the SBS exchange Tool Kit
http://www.microsoft.com/downloads/details.aspx?FamilyID=ffd2fe61-9278-489e-9b96-3816394c9cb6&displayLang=en


4. Ran the SBS install Tool and pointed to the directory that we uncompressed the exchagne files to.

5. Rebooted the server and all was fixed.

(in reply to mattclarke)
Post #: 19
RE: Outlook Prompting for Passwords to Connect to Exchange - 20.Jan.2011 5:20:59 AM   
daef

 

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quote:

ORIGINAL: glenknight
In IIS Manager navigate to the website that contains your Exchange Virtual Directories

AutoDiscover
RPC
EWS
OAB

select Authentication, right click on Windows Authentication and select Advanced Settings and put a check in the enable kernel-mode authentication.

Do this for each directory.


did the job for me! thanks GlenKnight!

just registered here to be able to post my appreciation!

have a nice day

(in reply to glenknight)
Post #: 20

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