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Outlook Anywhere Settings Disappear After Reboot

Hello,

We have one user experiencing issues within Outlook 2010. They have an SBS 2008 server. They are trying to use Outlook Anywhere (RPC over HTTP) to connect to the Exchange server from outside of the office. Every time I configure RPC over HTTP in Outlook it works fine until the PC is rebooted and all RPC over HTTP settings are lost and Outlook Anywhere is disabled within the account settings.

I've repaired his OST file and Outlook 2010.  I've also attempted to create a new mail profile but we continue to run into the same issue. We've disabled all add-ins. I also checked Group Policy from the server and I don't see anything that would change the RPC over HTTP settings within Outlook.

Any ideas?

Thanks!
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Cliff Galiher
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With exchange 2007 (SBS 2008) and Outlook 2010, autodiscover always takes precedence and will overwrite settings just as you describe. So, first guess, autodiscover has been configured incorrectly. Fix that and not only will the PCs not lose settings, but you won't have to manually configure outlook anywhere no mew PCs anymore either.

Testexchangeconnectivity.com can help you teat and find the flaws in your autodiscover setup.
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qualityip

ASKER

Autodiscover seems to be configured correctly. I ran the RPC over HTTP and Autodiscover tests at testexchangeconnectivity.com and both passed without any errors.
Here is what I get when running get-autodiscovervirtualdirectory and get-outlookanywhere.

[PS] C:\Windows\system32>get-autodiscovervirtualdirectory | fl
Creating a new session for implicit remoting of "Get-AutodiscoverVirtualDirectory" command...


RunspaceId                      : 77265d01-0800-4e34-abce-7bcfe9db02e0
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://server.domain.local/W3SVC/1/ROOT/Autodiscover
Path                            : C:\Program Files\Microsoft\Exchange Server\V14\ClientAccess\Autodiscover
ExtendedProtectionTokenChecking : None
ExtendedProtectionFlags         : {}
ExtendedProtectionSPNList       : {}
Server                          : server
InternalUrl                     : https://mail.domain.com/Autodiscover/Autodiscover.xml
ExternalUrl                     : https://mail.domain.com/Autodiscover/Autodiscover.xml
AdminDisplayName                :
ExchangeVersion                 : 0.10 (14.0.100.0)
DistinguishedName               : CN=Autodiscover (Default Web Site),CN=HTTP,CN=Protocols,CN=server,CN=Servers,CN=Exchan
                                  ge Administrative Group (FYDIBOHF23SPDLT),CN=Administrative Groups,CN=First Organizat
                                  ion,CN=Microsoft Exchange,CN=Services,CN=Configuration,DC=domain,DC=local
Identity                        : server\Autodiscover (Default Web Site)
Guid                            : d2f08245-dc9d-4fa9-ad73-1f32b4cfa78f
ObjectCategory                  : domain.local/Configuration/Schema/ms-Exch-Auto-Discover-Virtual-Directory
ObjectClass                     : {top, msExchVirtualDirectory, msExchAutoDiscoverVirtualDirectory}
WhenChanged                     : 3/12/2013 11:28:45 AM
WhenCreated                     : 1/14/2013 4:17:59 PM
WhenChangedUTC                  : 3/12/2013 3:28:45 PM
WhenCreatedUTC                  : 1/14/2013 9:17:59 PM
OrganizationId                  :
OriginatingServer               : server.domain.local
IsValid                         : True



[PS] C:\Windows\system32>get-outlookanywhere


RunspaceId                      : 77265d01-0800-4e34-abce-7bcfe9db02e0
ServerName                      : server
SSLOffloading                   : False
ExternalHostname                : mail.domain.com
ClientAuthenticationMethod      : Basic
IISAuthenticationMethods        : {Basic, Ntlm}
XropUrl                         :
MetabasePath                    : IIS://server.domain.local/W3SVC/1/ROOT/Rpc
Path                            : C:\Windows\System32\RpcProxy
ExtendedProtectionTokenChecking : None
ExtendedProtectionFlags         : {}
ExtendedProtectionSPNList       : {}
Server                          : server
AdminDisplayName                :
ExchangeVersion                 : 0.10 (14.0.100.0)
Name                            : Rpc (Default Web Site)
DistinguishedName               : CN=Rpc (Default Web Site),CN=HTTP,CN=Protocols,CN=server,CN=Servers,CN=Exchange Admini
                                  strative Group (FYDIBOHF23SPDLT),CN=Administrative Groups,CN=First Organization,CN=Mi
                                  crosoft Exchange,CN=Services,CN=Configuration,DC=domain,DC=local
Identity                        : server\Rpc (Default Web Site)
Guid                            : 9c251072-5f3d-49f8-af93-8d8683036132
ObjectCategory                  : domain.local/Configuration/Schema/ms-Exch-Rpc-Http-Virtual-Directory
ObjectClass                     : {top, msExchVirtualDirectory, msExchRpcHttpVirtualDirectory}
WhenChanged                     : 3/12/2013 11:50:18 AM
WhenCreated                     : 3/12/2013 11:50:18 AM
WhenChangedUTC                  : 3/12/2013 3:50:18 PM
WhenCreatedUTC                  : 3/12/2013 3:50:18 PM
OrganizationId                  :
OriginatingServer               : server.domain.local
IsValid                         : True

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Also, we're using Exchange 2010. I don't see any issues but maybe I'm missing something.

Thanks!
Not that it should matter in this instance, but exchange 2010? SBS 2008 came with exchange 2007. If you added a separate exchange 2010 server, you may have competing services.
It's actually SBS 2011, sorry!
Okay, so what settings specifically are you having to enable in Outlook that seem to be disappearing. If your autodiscover tests all passed then you shouldn't even be having to make manual changes, no less have those disappear.
I go to Account Settings -> Select Account -> Change -> More Settings -> Connection

I enable "Connect to Microsoft Exchange using HTTP"

Then I click on "Exchange Proxy Settings"

I enter these values :

Exchange Proxy Address: mail.domain.com
Check "Only connect to proxy servers that have this principal name in their certificate" and enter "msstd:mail.domain.com"
Select Basic Authentication.

After saving these changes the settings disappear completely after rebooting the PC. The settings will also disappear if I wait about 20-30 minutes and check the settings again.

The checkbox for "Connect to Microsoft Exchange using HTTP" is unchecked and all settings are missing.
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CorridorMark

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did you ever fix this?