Outlook 2010 Out of Office Assistant only works when prompted for credentials

Hello,
I've come across what seems to be an odd issue with Outlook 2010 and Exchange 2010 in an SBS 2011 environment and am hoping someone has seen this issue before.
Basically, we have a few users who can only get their OOF Assistant in Outlook to work if they supply their credentials at Outlook startup. If credentials are saved, on subsequent startups, the OOF assistant
will not work, and receive the "Server is currently unavailable" commonly encountered.
OOF does work within OWA.
Everything tests out fine as far as I can tell, but am open to providing more information as required.
Mahalo!

Hi,
Generally, this issue occurs because the CAS server uses the credentials that you used to log on to Windows instead of the credentials that you used to log on to the mailbox in Outlook 2010. Please check whether the Windows credentials do not match the mailbox
credentials in your environment.
To resolve this issue, please refer to the following KB:
http://support.microsoft.com/kb/2596516
If the issue continues, please check whether there are any event logs in local machine and CAS server. You can post it here for further analysis.
Thanks,
Winnie Liang
TechNet Community Support

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Exchange 2010 Out of Office Assistant not working?

New server with a new Exchange 2010 install into an existing domain...
When users on both the internal network and external network try to access the Out of Office Assistant they get an error message of: " Your Out of Office settings cannot be displayed, because the server is currently unavailable".
I have done tons of research on WebServicesVirtualDirectory and AutodiscoverVirtualDirectory and set both internal and external URL's that work if you go to them in IE )internally and externally offsite).
Here are the settings of Autodiscover and Webservices:
[PS] C:\Windows\system32>Get-WebServicesVirtualDirectory | Format-List
RunspaceId : 86aaf7fc-ca19-45b2-87d1-45ec432a670d
CertificateAuthentication :
InternalNLBBypassUrl : https://MAILSERVER.domain_name.local/ews/exchange.asmx
GzipLevel : High
Name : EWS (Default Web Site)
InternalAuthenticationMethods : {Basic, Ntlm, WindowsIntegrated, WSSecurity}
ExternalAuthenticationMethods : {Basic, Ntlm, WindowsIntegrated, WSSecurity}
LiveIdSpNegoAuthentication : False
WSSecurityAuthentication : True
LiveIdBasicAuthentication : False
BasicAuthentication : True
DigestAuthentication : False
WindowsAuthentication : True
MetabasePath : IIS://MAILSERVER.domain_name.local/W3SVC/1/ROOT/EWS
Path : C:\Program Files\Microsoft\Exchange Server\V14\ClientAccess\exchweb\EWS
Server : MAILSERVER
InternalUrl : https://MAILSERVER.domain_name.local/EWS/Exchange.asmx
ExternalUrl : https://mail.domain_name.com/owa
AdminDisplayName :
ExchangeVersion : 0.10 (14.0.100.0)
DistinguishedName : CN=EWS (Default Web Site),CN=HTTP,CN=Protocols,CN=MAILSERVER,CN=Servers,CN=Exchange Adm
inistrative Group (FYDIBOHF23SPDLT),CN=Administrative Groups,CN=First Organization,CN=M
icrosoft Exchange,CN=Services,CN=Configuration,DC=domain_name,DC=local
Identity : MAILSERVER\EWS (Default Web Site)
Guid : 4639e4b9-9cf3-4f92-8940-f7c31e07cd47
ObjectCategory : domain_name.local/Configuration/Schema/ms-Exch-Web-Services-Virtual-Directory
ObjectClass : {top, msExchVirtualDirectory, msExchWebServicesVirtualDirectory}
WhenChanged : 4/1/2010 2:47:37 PM
WhenCreated : 3/11/2010 11:02:22 AM
WhenChangedUTC : 4/1/2010 8:47:37 PM
WhenCreatedUTC : 3/11/2010 6:02:22 PM
OrganizationId :
OriginatingServer : DOMAINCONTROLLER.domain_name.local
IsValid : True
[PS] C:\Windows\system32>AutodiscoverVirtualDirectory | Format-List
RunspaceId : 86aaf7fc-ca19-45b2-87d1-45ec432a670d
Name : Autodiscover (Default Web Site)
InternalAuthenticationMethods : {Basic, Ntlm, WindowsIntegrated, WSSecurity}
ExternalAuthenticationMethods : {Basic, Ntlm, WindowsIntegrated, WSSecurity}
LiveIdSpNegoAuthentication : False
WSSecurityAuthentication : True
LiveIdBasicAuthentication : False
BasicAuthentication : True
DigestAuthentication : False
WindowsAuthentication : True
MetabasePath : IIS://MAILSERVER.domain_name.local/W3SVC/1/ROOT/Autodiscover
Path : C:\Program Files\Microsoft\Exchange Server\V14\ClientAccess\Autodiscover
Server : MAILSERVER
InternalUrl : https://MAILSERVER.domain_name.local/autodiscover/autodiscover.xml
ExternalUrl : https://mail.domain_name.com/autodiscover/autodiscover.xml
AdminDisplayName :
ExchangeVersion : 0.10 (14.0.100.0)
DistinguishedName : CN=Autodiscover (Default Web Site),CN=HTTP,CN=Protocols,CN=MAILSERVER,CN=Servers,CN=Exc
hange Administrative Group (FYDIBOHF23SPDLT),CN=Administrative Groups,CN=First Organiza
tion,CN=Microsoft Exchange,CN=Services,CN=Configuration,DC=domain_name,DC=loca
l
Identity : MAILSERVER\Autodiscover (Default Web Site)
Guid : 7a234ea2-20fc-412b-bbf0-3ea5f965d8da
ObjectCategory : domain_name.local/Configuration/Schema/ms-Exch-Auto-Discover-Virtual-Directory
ObjectClass : {top, msExchVirtualDirectory, msExchAutoDiscoverVirtualDirectory}
WhenChanged : 4/1/2010 3:00:49 PM
WhenCreated : 3/11/2010 11:02:07 AM
WhenChangedUTC : 4/1/2010 9:00:49 PM
WhenCreatedUTC : 3/11/2010 6:02:07 PM
OrganizationId :
OriginatingServer : DOMAINCONTROLLER.domain_name.local
IsValid : True
Test-OutlookWebServices comes up with errors. The Test E-mail AutoConfiguration within Outlook still appears to be looking for Autodiscover at different URLs...
OOF within Outlook Web App functions.
Any suggestions would be helpful!

From your previous post, I understand that OOF doesn't work for both internal and external clients. Error message "Your Out of Office settings cannot be displayed, because the server is currently unavailable" was received from Outlook client side. Please correct me if I have any misunderstanding.
Before we go any further, I would appreciate your help in clarifying the following questions:
1. When did this issue begin to occur, since the installation of Exchange 2010?
2. Can we access and configure OOF from OWA?
As internal & external clients are using different methods/URL to access Autodiscover and EWS, which provided OOF service, I recommend we focus on the internal users first.
To troubleshoot this issue, please install the hotfix mentioned in the following KB on the Exchange Client Access Server first:
Outlook 2007 crashes or you cannot access OOF settings after you install a package that contains the .NET Framework 3.5 with SP1 and the .NET Framework 2.0 with SP2 on an Exchange 2007 Client Access server or on an Exchange 2010 Client Access server
http://support.microsoft.com/kb/958934
After that, check if the issue remains. If there is still problem, please help me collect:
1. Test E-mail AutoConfiguration from Outlook client
1. Launch Outlook 2007 using a correct configured profile.
2. Hold down the CTRL key on your keyboard and click the Outlook icon in the notification area of the Windows taskbar, also known as the notification area.
3. In the menu that appears, click Test E-mail AutoConfiguration.
4. Enter your E-mail Address and Password (if not logged into the domain) in the respective edit boxes.
5. Choose the desired auto configuration methods with Use Autodiscover, clear other selection.
6. Click Test.
7. Please send me the screenshot of the result tab and log tab.
2. Result files after running the following command on the Exchange 2007 server
Get-ExchangeCertificate | FL >C:\cert.txt
Get-WebServicesVirtualDirectory –Server ServerName | FL >C:\EWS.txt
Get-AutodiscoverVirtualDirectory –Server ServerName | FL >C:\Audis.txt
Get-ClientAccessServer | FL >C:\cas.txt
Email them to me at [email protected]
With the title as
"Exchange 2010 Out of Office Assistant not working?"
Regards
Fazal M khan

Outlook 2007 & Exchange 2007 - Out of office assistant not working

Hi,
when using outlook 2007 and the users mailbox is on an Exchange 2007 server the out of office assistant doesn't work. When you start the out of office assistant the following message is displayed:
'Your Out of Office settings cannot be displayed, because the server is currently unavailable. Try again later.'
Using Outlook 2003 and connect to the same mailbox, the assistant works fine, however you don't have the additional features new to the Assistant.
Also, when using outlook 2007 and connect to an Exchange 2003 mailbox the out of office assistant is also functioning fine.
Using Outlook Web Access on Exchange 2007 to set the out of office assistant works also fine, so the error message is not correct.
Any idea how to fix this ?
Franc.

Whilst I agree that auto-discover and other comment's could be upheld, I know that even when EWS and auto-discover are setup correctly that this problem will still occur.
I manage an Exchange 2007 environment with 300 users and and Exchange 2010 environment with 700 user's all using Outlook 2007. We are in the progress of deploying Outlook 2010 but I know with the new authentication process of the Outlook
client with Exchange 2007 or older and Outlook 2007 or older, this problem will still occur.
I know that their are just a few out of a 1,000 user base that experience this problem, so I don't see how global settings and configurations and settings are the culprit.
Just like the problem caused by a badly designed update in November or December of last year that meant auto-discover does not auto-configure a new Outlook profile because it would not detect the user's e-mail address but somehow create some random e-mail
address with the AD account name before the @ and the FQDN for the domain name, which involved a further release of another update several month's later to fix that.
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Exiting Outlook gracefully and re-launching Outlook a few seconds later allowing time for the background application handles and sub-handles amongst probably other things from the previous Outlook session to close (although, I do find every so often this
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Outlook 2007 Out of Office does not work

Hello,
Our local network uses Exchange Server 2008 and has clients connected with Outlook 2007 and Outlook 2010. Recently one of the users reported that Outlook 2007 cannot access the Out Of Office function. When he tries Outlook reports that the server is unavailable.
I confirmed this on 2 machines which use Outlook 2007. I also tested on 2 machines using Outlook 2010 and they do not have the problem. Per a ms support kb article, I tried using a new Outlook profile for one of the Outlook 2007 machines and it made no difference.
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I believe you mean Exchange 2007.
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Outlook 2010 Out of Office Assistant only works when prompted for credentials

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