Autodiscovery not working at a complete loss

Hi
I have a setup with one CAS server and one Exchange backend server. Serves 4 Domains.
Activesynch is working (both on intranet and internet). owa is working both Networks too.
heres some test data (domain and such stuff have been sanitized contoso.com is the excernal name, contoso is the internal name, casserver is the CAS Server etc.
my autodiscover is on
https://mail.contoso.com/autodiscover/autodiscover.xml
any http on autodiscovery.* (my 4 domains) will do a 302 redirect to
https://mail.contoso.com/autodiscover/autodiscover.xml
browsing https://mail.contoso.com/autodiscover/autodiscover.XML from intranet or internet yields this response (after providing username and password
<Autodiscover>
<Response>
<Error Time="09:32:02.3112517" Id="2271660173">
<ErrorCode>600</ErrorCode>
<Message>Invalid Request</Message>
<DebugData/>
</Error>
</Response>
</Autodiscover>
Other Things I've done to help showing the configuration:
1. Test autodiscover configuration: Test-OutlookWebServices -ClientAccessServer "casserver"
[PS] C:\Program Files\Microsoft\Exchange Server\V14\Scripts>Test-OutlookWebServices -ClientAccessServer casserver
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1019
Type : Information
Message : A valid Autodiscover service connection point was found. The Autodiscover URL on this object is https://casserver.contoso.com/Autodiscover/Autodiscover.xml.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1013
Type : Error
Message : When contacting https://casserver.contoso.com/Autodiscover/Autodiscover.xml received the error The remote server returned an error: (404) Not Found.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1023
Type : Error
Message : The Autodiscover service couldn't be contacted.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1013
Type : Error
Message : When contacting https://casserver.contoso.com/EWS/Exchange.asmx received the error The request failed with HTTP status 404: Not Found.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1025
Type : Error
Message : [EXCH] Error contacting the AS service at https://casserver.contoso.com/EWS/Exchange.asmx. Elapsed time was 437 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1013
Type : Error
Message : When contacting https://casserver.contoso.com/EWS/Exchange.asmx received the error The remote server returned an error: (404) Not Found.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1027
Type : Error
Message : [EXCH] Error contacting the UM service at https://casserver.contoso.com/EWS/Exchange.asmx. Elapsed time was 0 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1013
Type : Error
Message : When contacting https://mail.contoso.com/ews/exchange.asmx received the error Client found response content type of '', but expected 'text/xml'.
The request failed with an empty response.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1025
Type : Error
Message : [EXPR] Error contacting the AS service at https://mail.contoso.com/ews/exchange.asmx. Elapsed time was 468 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1026
Type : Success
Message : [EXPR] Successfully contacted the UM service at https://mail.contoso.com/ews/exchange.asmx. The elapsed time was 140 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1113
Type : Error
Message : When contacting https://casserver.contoso.com/ews/exchange.asmx received the error The request failed with HTTP status 404: Not Found.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1125
Type : Error
Message : [Server] Error contacting the AS service at https://casserver.contoso.com/ews/exchange.asmx. Elapsed time was 0 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1113
Type : Error
Message : When contacting https://casserver.contoso.com/ews/exchange.asmx received the error The remote server returned an error: (404) Not Found.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1127
Type : Error
Message : [Server] Error contacting the UM service at https://casserver.contoso.com/ews/exchange.asmx. Elapsed time was 0 milliseconds.
[PS] C:\Program Files\Microsoft\Exchange Server\V14\Scripts>
2. Ping and browse https://mydomain/autodiscover/autodiscover.xm
Browse https://casserver/autodiscover/autodiscover.XML = 404
ping casserver Works OK
note above about
https://mail.contoso.com/autodiscover/autodiscover.XML actually Works.
3. If you are testing from outside, test https://autodiscover.mydomain/autodiscover/autodiscover.xml
See 2
4. Test autodiscover virtual diretories: Get-AutodiscoverVirtualDirectory |FL
[PS] C:\Program Files\Microsoft\Exchange Server\V14\Scripts>Get-AutodiscoverVirtualDirectory |FL
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Name : Autodiscover (Default Web Site)
InternalAuthenticationMethods : {Basic, Ntlm, WindowsIntegrated}
ExternalAuthenticationMethods : {Basic, Ntlm, WindowsIntegrated}
LiveIdSpNegoAuthentication : False
WSSecurityAuthentication : False
LiveIdBasicAuthentication : False
BasicAuthentication : True
DigestAuthentication : False
WindowsAuthentication : True
MetabasePath : IIS://casserver.contoso.com/W3SVC/1/ROOT/Autodiscover
Path : C:\Program Files\Microsoft\Exchange Server\V14\ClientAccess\Autodiscover
ExtendedProtectionTokenChecking : None
ExtendedProtectionFlags : {}
ExtendedProtectionSPNList : {}
Server : CASSERVER
InternalUrl :
ExternalUrl :
AdminDisplayName :
ExchangeVersion : 0.10 (14.0.100.0)
DistinguishedName : CN=Autodiscover (Default Web Site),CN=HTTP,CN=Protocols,CN=CASSERVER,CN=Servers,CN=Exchange Administrative Group (FYDIBOHF23SPDLT),CN=Administrative Groups,CN=Contoso,CN=Microsoft Exchange,CN=Services,CN=Configuration,DC=contoso,DC=com
Identity : CASSERVER\Autodiscover (Default Web Site)
Guid : 9f99c3b7-f63f-474c-899d-72c6d4f5d480
ObjectCategory : contoso.com/Configuration/Schema/ms-Exch-Auto-Discover-Virtual-Directory
ObjectClass : {top, msExchVirtualDirectory, msExchAutoDiscoverVirtualDirectory}
WhenChanged : 29-08-2014 02:45:44
WhenCreated : 29-08-2014 02:46:03
WhenChangedUTC : 29-08-2014 00:45:44
WhenCreatedUTC : 29-08-2014 00:46:03
OrganizationId :
OriginatingServer : adserver.contoso.com
IsValid : True
[PS] C:\Program Files\Microsoft\Exchange Server\V14\Scripts>
5. Also Checked my Certificate:
The certificate is a signed UCC / SAN certificate from my own authority it contains the following (sanitized) information:
Certificate:
Identity / Subject:
casserver.contoso.com
SAN
dns=casserver.contoso.com
dns=mail.contoso.com
dns=autodiscover.contoso.com
dns=mail.domain2.com
dns=autodiscover.domain2.com
dns=mail.domain4.com
dns=autodiscover.domain4.com
dns=mail.domain3.com
dns=autodiscover.domain3.com
dns=contoso.com
dns=domain2.com
dns=domain4.com
dns=domain3.com
dns=casserver
6. Tried resetting the Autodiscovery Virtual Directory.
7. Testing on https://testconnectivity.microsoft.com/ (remote Connectivity Analyzer):
Exchange ActiveSync Autodiscover:
<?xml version="1.0" encoding="utf-8"?>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting the Autodiscover and Exchange ActiveSync test (if requested)." resultdescription="Testing of Autodiscover for Exchange ActiveSync failed." additionaldetails="" elapsedMilliseconds="22354">
<children>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting each method of contacting the Autodiscover service." resultdescription="The Autodiscover service couldn't be contacted successfully by any method." additionaldetails="" elapsedMilliseconds="22354">
<children>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting to test potential Autodiscover URL https://contoso.com:443/Autodiscover/Autodiscover.xml" resultdescription="Testing of this potential Autodiscover URL failed." additionaldetails="" elapsedMilliseconds="17286">
<children>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Attempting to resolve the host name contoso.com in DNS." resultdescription="The host name resolved successfully." additionaldetails="IP addresses returned: 255.255.255.255" elapsedMilliseconds="332">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Testing TCP port 443 on host contoso.com to ensure it's listening and open." resultdescription="The port was opened successfully." additionaldetails="" elapsedMilliseconds="293">
<children />
</testresult>
<testresult status="Success" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Testing the SSL certificate to make sure it's valid." resultdescription="The certificate passed all validation requirements." additionaldetails="" elapsedMilliseconds="15540">
<children>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="The Microsoft Connectivity Analyzer is attempting to obtain the SSL certificate from remote server contoso.com on port 443." resultdescription="The Microsoft Connectivity Analyzer successfully obtained the remote SSL certificate." additionaldetails="Remote Certificate Subject: CN=casserver.contoso.com, OU=contoso, O=contoso, L=City, S=State, C=US, Issuer: CN=my-ca-autority, DC=contoso, DC=com." elapsedMilliseconds="15517">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Validating the certificate name." resultdescription="The certificate name was validated successfully." additionaldetails="Host name contoso.com was found in the Certificate Subject Alternative Name entry." elapsedMilliseconds="0">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Testing the certificate date to confirm the certificate is valid." resultdescription="Date validation passed. The certificate hasn't expired." additionaldetails="The certificate is valid. NotBefore = 8/28/2014 11:15:35 PM, NotAfter = 8/27/2016 11:15:35 PM" elapsedMilliseconds="0">
<children />
</testresult>
</children>
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Checking the IIS configuration for client certificate authentication." resultdescription="Client certificate authentication wasn't detected." additionaldetails="Accept/Require Client Certificates isn't configured." elapsedMilliseconds="679">
<children />
</testresult>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting to send an Autodiscover POST request to potential Autodiscover URLs." resultdescription="Autodiscover settings weren't obtained when the Autodiscover POST request was sent." additionaldetails="" elapsedMilliseconds="440">
<children>
<testresult status="Error" errorid="12f4b21a-7e8d-4c95-b4a8-f4608e7d73b0" contentUrl="" testdescription="The Microsoft Connectivity Analyzer is attempting to retrieve an XML Autodiscover response from URL https://contoso.com:443/Autodiscover/Autodiscover.xml for user [email protected]." resultdescription="The Microsoft Connectivity Analyzer failed to obtain an Autodiscover XML response." additionaldetails="A Web exception occurred because an HTTP 404 - NotFound response was received from Unknown.
HTTP Response Headers:
Connection: close
Content-Length: 315
Content-Type: text/html; charset=us-ascii
Date: Fri, 29 Aug 2014 07:46:13 GMT
Server: Microsoft-HTTPAPI/2.0
" elapsedMilliseconds="440">
<children />
</testresult>
</children>
</testresult>
</children>
</testresult>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting to test potential Autodiscover URL https://autodiscover.contoso.com:443/Autodiscover/Autodiscover.xml" resultdescription="Testing of this potential Autodiscover URL failed." additionaldetails="" elapsedMilliseconds="2303">
<children>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Attempting to resolve the host name autodiscover.contoso.com in DNS." resultdescription="The host name resolved successfully." additionaldetails="IP addresses returned: 255.255.255.255" elapsedMilliseconds="321">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Testing TCP port 443 on host autodiscover.contoso.com to ensure it's listening and open." resultdescription="The port was opened successfully." additionaldetails="" elapsedMilliseconds="347">
<children />
</testresult>
<testresult status="Success" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Testing the SSL certificate to make sure it's valid." resultdescription="The certificate passed all validation requirements." additionaldetails="" elapsedMilliseconds="505">
<children>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="The Microsoft Connectivity Analyzer is attempting to obtain the SSL certificate from remote server autodiscover.contoso.com on port 443." resultdescription="The Microsoft Connectivity Analyzer successfully obtained the remote SSL certificate." additionaldetails="Remote Certificate Subject: CN=casserver.contoso.com, OU=contoso, O=contoso, L=City, S=State, C=US, Issuer: CN=my-ca-autority, DC=contoso, DC=com." elapsedMilliseconds="483">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Validating the certificate name." resultdescription="The certificate name was validated successfully." additionaldetails="Host name autodiscover.contoso.com was found in the Certificate Subject Alternative Name entry." elapsedMilliseconds="0">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Testing the certificate date to confirm the certificate is valid." resultdescription="Date validation passed. The certificate hasn't expired." additionaldetails="The certificate is valid. NotBefore = 8/28/2014 11:15:35 PM, NotAfter = 8/27/2016 11:15:35 PM" elapsedMilliseconds="0">
<children />
</testresult>
</children>
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Checking the IIS configuration for client certificate authentication." resultdescription="Client certificate authentication wasn't detected." additionaldetails="Accept/Require Client Certificates isn't configured." elapsedMilliseconds="676">
<children />
</testresult>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting to send an Autodiscover POST request to potential Autodiscover URLs." resultdescription="Autodiscover settings weren't obtained when the Autodiscover POST request was sent." additionaldetails="" elapsedMilliseconds="451">
<children>
<testresult status="Error" errorid="12f4b21a-7e8d-4c95-b4a8-f4608e7d73b0" contentUrl="" testdescription="The Microsoft Connectivity Analyzer is attempting to retrieve an XML Autodiscover response from URL https://autodiscover.contoso.com:443/Autodiscover/Autodiscover.xml for user [email protected]." resultdescription="The Microsoft Connectivity Analyzer failed to obtain an Autodiscover XML response." additionaldetails="A Web exception occurred because an HTTP 404 - NotFound response was received from Unknown.
HTTP Response Headers:
Connection: close
Content-Length: 315
Content-Type: text/html; charset=us-ascii
Date: Fri, 29 Aug 2014 07:46:15 GMT
Server: Microsoft-HTTPAPI/2.0
" elapsedMilliseconds="451">
<children />
</testresult>
</children>
</testresult>
</children>
</testresult>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting to contact the Autodiscover service using the HTTP redirect method." resultdescription="The attempt to contact Autodiscover using the HTTP Redirect method failed." additionaldetails="" elapsedMilliseconds="2487">
<children>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Attempting to resolve the host name autodiscover.contoso.com in DNS." resultdescription="The host name resolved successfully." additionaldetails="IP addresses returned: 255.255.255.255" elapsedMilliseconds="8">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Testing TCP port 80 on host autodiscover.contoso.com to ensure it's listening and open." resultdescription="The port was opened successfully." additionaldetails="" elapsedMilliseconds="161">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="The Microsoft Connectivity Analyzer is checking the host autodiscover.contoso.com for an HTTP redirect to the Autodiscover service." resultdescription="The redirect (HTTP 301/302) response was received successfully." additionaldetails="Redirect URL: https://mail.contoso.com/Autodiscover/Autodiscover.xml
HTTP Response Headers:
Content-Length: 179
Content-Type: text/html; charset=UTF-8
Date: Fri, 29 Aug 2014 07:46:15 GMT
Location: https://mail.contoso.com/Autodiscover/Autodiscover.xml
Server: Microsoft-IIS/7.5
X-Powered-By: ASP.NET
" elapsedMilliseconds="310">
<children />
</testresult>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting to test potential Autodiscover URL https://mail.contoso.com/Autodiscover/Autodiscover.xml" resultdescription="Testing of this potential Autodiscover URL failed." additionaldetails="" elapsedMilliseconds="2006">
<children>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Attempting to resolve the host name mail.contoso.com in DNS." resultdescription="The host name resolved successfully." additionaldetails="IP addresses returned: 255.255.255.255" elapsedMilliseconds="368">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Testing TCP port 443 on host mail.contoso.com to ensure it's listening and open." resultdescription="The port was opened successfully." additionaldetails="" elapsedMilliseconds="169">
<children />
</testresult>
<testresult status="Success" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Testing the SSL certificate to make sure it's valid." resultdescription="The certificate passed all validation requirements." additionaldetails="" elapsedMilliseconds="354">
<children>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="The Microsoft Connectivity Analyzer is attempting to obtain the SSL certificate from remote server mail.contoso.com on port 443." resultdescription="The Microsoft Connectivity Analyzer successfully obtained the remote SSL certificate." additionaldetails="Remote Certificate Subject: CN=casserver.contoso.com, OU=contoso, O=contoso, L=City, S=State, C=US, Issuer: CN=my-ca-autority, DC=contoso, DC=com." elapsedMilliseconds="329">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Validating the certificate name." resultdescription="The certificate name was validated successfully." additionaldetails="Host name mail.contoso.com was found in the Certificate Subject Alternative Name entry." elapsedMilliseconds="0">
<children />
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Testing the certificate date to confirm the certificate is valid." resultdescription="Date validation passed. The certificate hasn't expired." additionaldetails="The certificate is valid. NotBefore = 8/28/2014 11:15:35 PM, NotAfter = 8/27/2016 11:15:35 PM" elapsedMilliseconds="0">
<children />
</testresult>
</children>
</testresult>
<testresult status="Success" errorid="00000000-0000-0000-0000-000000000000" contentUrl="" testdescription="Checking the IIS configuration for client certificate authentication." resultdescription="Client certificate authentication wasn't detected." additionaldetails="Accept/Require Client Certificates isn't configured." elapsedMilliseconds="669">
<children />
</testresult>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting to send an Autodiscover POST request to potential Autodiscover URLs." resultdescription="Autodiscover settings weren't obtained when the Autodiscover POST request was sent." additionaldetails="" elapsedMilliseconds="445">
<children>
<testresult status="Error" errorid="a28be452-a4b2-419c-851a-37f441f3120e" contentUrl="" testdescription="The Microsoft Connectivity Analyzer is attempting to retrieve an XML Autodiscover response from URL https://mail.contoso.com/Autodiscover/Autodiscover.xml for user [email protected]." resultdescription="The Microsoft Connectivity Analyzer failed to obtain an Autodiscover XML response." additionaldetails="An HTTP 500 response was returned from Unknown.
HTTP Response Headers:
Content-Length: 0
Cache-Control: private
Date: Fri, 29 Aug 2014 07:46:18 GMT
Server: Microsoft-IIS/7.5
X-AspNet-Version: 2.0.50727
X-Powered-By: ASP.NET
" elapsedMilliseconds="444">
<children />
</testresult>
</children>
</testresult>
</children>
</testresult>
</children>
</testresult>
<testresult status="Error" errorid="734044ef-11c2-4e30-9ee6-450d49e9d92c" contentUrl="" testdescription="Attempting to contact the Autodiscover service using the DNS SRV redirect method." resultdescription="The Microsoft Connectivity Analyzer failed to contact the Autodiscover service using the DNS SRV redirect method." additionaldetails="" elapsedMilliseconds="132">
<children>
<testresult status="Error" errorid="8249cc81-d0ce-43d2-b319-48ceadb1bfe7" contentUrl="http://go.microsoft.com/?linkid=9843849" testdescription="Attempting to locate SRV record _autodiscover._tcp.contoso.com in DNS." resultdescription="The Autodiscover SRV record wasn't found in DNS." additionaldetails="" elapsedMilliseconds="132">
<children />
</testresult>
</children>
</testresult>
<testresult status="Warning" errorid="c0f75b77-072c-48d5-ab17-eebc99a4b3d9" contentUrl="http://go.microsoft.com/?linkid=9843786" testdescription="Checking if there is an autodiscover CNAME record in DNS for your domain 'contoso.com' for Office 365." resultdescription="Failed to validate autodiscover CNAME record in DNS. If your mailbox isn't in Office 365, you can ignore this warning." additionaldetails="There is no Autodiscover CNAME record for your domain 'contoso.com'." elapsedMilliseconds="145">
<children />
</testresult>
</children>
</testresult>
</children>
</testresult>
8. Testing Autodiscover from Exchange Client (intranet):
[email protected]
Attempting URL https://casserver.contoso.com/Autodiscover/Autodiscover.xml Found Through SCP
Autodiscover to https://casserver.contoso.com/Autodiscover/Autodiscover.xml starting
GetLastError=0;httpStatus=404.
... more errors...
Redirect Check to http:/autodiscover.contoso.com/Autodiscover/Autodiscover.xml starting
(recieves redirect)
Autodiscover to https://mail.contoso.com/Autodiscover/Autodiscover.xml starting
GetLastError=0;httpStatus=500.
..SRV Attempt..
.Fails.
End of tests.
(sorry for lack of details in this test) - the tests done by Outlook has to be transcribed by hand :-(
I hope anyone out there can help me resolve my issue.
Regards,
Henrik

Found these instructions in another post:
After doing the below changes , Exchange 2010 and 2013 Autodiscovery working without any error .
Set-ClientAccessServer -Identity e2013ht -AutodiscoverServiceInternalUri https://mail.mydomain.com/autodiscover/autodiscover.xml
Set-WebServicesVirtualDirectory -Identity “e2013ht\EWS (Default Web Site)” –InternalUrl https://mail.mydomain.com/EWS/Exchange.asmx
Set-OABVirtualDirectory -Identity “e2013ht\OAB (Default Web Site)” -InternalURL https://mail.mydomain.com/OAB
Set-ActiveSyncVirtualDirectory -Identity “e2013ht\Microsoft-Server-ActiveSync (Default Web Site)” -InternalURL https://mail.mydomain.com/Microsoft-Server-Activesync
For Outlook Anywhere,
Set-WebServicesVirtualDirectory –Identity ‘e2013ht\EWS (Default Web Site)’ –ExternalUrl https://mail.mydomain.com/ews/exchange.asmx
Regards
Bhupen
After changing and applying these commands to match my server etc:
Set-ClientAccessServer -Identity CASSERVER -AutodiscoverServiceInternalUri https://mail.contoso.com/autodiscover/autodiscover.xml
Set-WebServicesVirtualDirectory -Identity "CASSERVER\EWS (Default Web Site)" –InternalUrl https://mail.contoso.com/EWS/Exchange.asmx
Set-OABVirtualDirectory -Identity "CASSERVER\OAB (Default Web Site)" -InternalURL https://mail.contoso.com/OAB
Set-ActiveSyncVirtualDirectory -Identity "CASSERVER\Microsoft-Server-ActiveSync (Default Web Site)" -InternalURL https://mail.contoso.com/Microsoft-Server-Activesync
Set-WebServicesVirtualDirectory –Identity "CASSERVER\EWS (Default Web Site)" –ExternalUrl https://mail.contoso.com/ews/exchange.asmx
The result of Test 1. Test autodiscover configuration: Test-OutlookWebServices -ClientAccessServer CASSERVER changed, its still not working - but there are less errors now.
[PS] C:\Program Files\Microsoft\Exchange Server\V14\Scripts>Test-OutlookWebServices -ClientAccessServer CASSERVER
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1019
Type : Information
Message : A valid Autodiscover service connection point was found. The Autodiscover URL on this object is https://mail.contoso.com/autodiscover/autodiscover.xml.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1013
Type : Error
Message : When contacting https://mail.contoso.com/autodiscover/autodiscover.xml received the error The remote server returned an error: (500) Internal Server Error.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1023
Type : Error
Message : The Autodiscover service couldn't be contacted.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1113
Type : Error
Message : When contacting https://CASSERVER.contoso.com:443/autodiscover/autodiscover.xml received the error The remote server returned an error: (404) Not Found.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1123
Type : Error
Message : The Autodiscover service couldn't be contacted.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1013
Type : Error
Message : When contacting https://mail.contoso.com/EWS/Exchange.asmx received the error Client found response content type of '', but expected 'text/xml'.
The request failed with an empty response.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1025
Type : Error
Message : [EXCH] Error contacting the AS service at https://mail.contoso.com/EWS/Exchange.asmx. Elapsed time was 15 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1026
Type : Success
Message : [EXCH] Successfully contacted the UM service at https://mail.contoso.com/EWS/Exchange.asmx. The elapsed time was 15 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1013
Type : Error
Message : When contacting https://mail.contoso.com/ews/exchange.asmx received the error Client found response content type of '', but expected 'text/xml'.
The request failed with an empty response.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1025
Type : Error
Message : [EXPR] Error contacting the AS service at https://mail.contoso.com/ews/exchange.asmx. Elapsed time was 0 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1026
Type : Success
Message : [EXPR] Successfully contacted the UM service at https://mail.contoso.com/ews/exchange.asmx. The elapsed time was 234 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1113
Type : Error
Message : When contacting https://casserver.contoso.com/ews/exchange.asmx received the error The request failed with HTTP status 404: Not Found.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1125
Type : Error
Message : [Server] Error contacting the AS service at https://casserver.contoso.com/ews/exchange.asmx. Elapsed time was 0 milliseconds.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1113
Type : Error
Message : When contacting https://casserver.contoso.com/ews/exchange.asmx received the error The remote server returned an error: (404) Not Found.
RunspaceId : 735fd88b-e9e1-4350-b7d7-c0aca66ebecd
Id : 1127
Type : Error
Message : [Server] Error contacting the UM service at https://casserver.contoso.com/ews/exchange.asmx. Elapsed time was 0 milliseconds.
[PS] C:\Program Files\Microsoft\Exchange Server\V14\Scripts>
regards,
Henrik

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============== MSG 1 ==============
Log Name:      Application
Source:        Windows Server Update Services
Date:          9/21/2011 1:52:54 PM
Event ID:      7053
Task Category: None
Level:         Error
Keywords:      Classic
User:          N/A
Computer:      APP-SVR.DOMAIN.local
Description:
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Try removing the persisted preferences for the console by deleting the wsus file under %appdata%\Microsoft\MMC\.
System.InvalidOperationException -- Client found response content type of 'text/html; charset=utf-8', but expected 'text/xml'.
The request failed with the error message:
<html>
    <head>
        <title>Security Exception</title>
        <style>
         body {font-family:"Verdana";font-weight:normal;font-size: .7em;color:black;}
         p {font-family:"Verdana";font-weight:normal;color:black;margin-top: -5px}
         b {font-family:"Verdana";font-weight:bold;color:black;margin-top: -5px}
         H1 { font-family:"Verdana";font-weight:normal;font-size:18pt;color:red }
         H2 { font-family:"Verdana";font-weight:normal;font-size:14pt;color:maroon }
         pre {font-family:"Lucida Console";font-size: .9em}
         .marker {font-weight: bold; color: black;text-decoration: none;}
         .version {color: gray;}
         .error {margin-bottom: 10px;}
         .expandable { text-decoration:underline; font-weight:bold; color:navy; cursor:hand; }
        </style>
    </head>
    <body bgcolor="white">
            <span><H1>Server Error in '/ApiRemoting30' Application.<hr width=100% size=1 color=silver></H1>
            <h2> <i>Security Exception</i> </h2></span>
            <font face="Arial, Helvetica, Geneva, SunSans-Regular, sans-serif ">
            <b> Description: </b>The application attempted to perform an operation not allowed by the security policy. To grant this application the required permission please contact
your system administrator or change the application's trust level in the configuration file.
            <br><br>
            <b> Exception Details: </b>System.Security.SecurityException: That assembly does not allow partially trusted callers.<br><br>
            <b>Source Error:</b> <br><br>
            <table width=100% bgcolor="#ffffcc">
               <tr>
                  <td>
                      <code>
An unhandled exception was generated during the execution of the current web request. Information regarding the origin and location of the exception can be identified using the exception stack trace below.</code>
                  </td>
               </tr>
            </table>
            <br>
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            <table width=100% bgcolor="#ffffcc">
               <tr>
                  <td>
                      <code><pre>
[SecurityException: That assembly does not allow partially trusted callers.]
   ASP.global_asax..ctor() +0
</pre></code>
                  </td>
               </tr>
            </table>
            <br>
            <hr width=100% size=1 color=silver>
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            </font>
    </body>
</html>

Source
Microsoft.UpdateServices.Administration
Stack Trace:
   at Microsoft.UpdateServices.Administration.AdminProxy.CreateUpdateServer(Object[] args)
   at Microsoft.UpdateServices.Administration.AdminProxy.GetUpdateServer()
   at Microsoft.UpdateServices.UI.AdminApiAccess.AdminApiTools.GetUpdateServer()
   at Microsoft.UpdateServices.UI.SnapIn.Wizards.OOBE.OOBEWizard.get_AdminApiTools()
   at Microsoft.UpdateServices.UI.SnapIn.Wizards.OOBE.OOBEWizard.get_ServerState()
   at Microsoft.UpdateServices.UI.SnapIn.Wizards.OOBE.OOBEWizard.SetNavigationItemEnabledStates()
   at Microsoft.UpdateServices.UI.SnapIn.Wizards.OOBE.OOBEWizard.OOBEWizardInitialize()
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
<System>
    <Provider Name="Windows Server Update Services" />
    <EventID Qualifiers="0">7053</EventID>
    <Level>2</Level>
    <Task>0</Task>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2011-09-21T10:52:54.000Z" />
    <EventRecordID>884368</EventRecordID>
    <Channel>Application</Channel>
    <Computer>APP-SVR.DOMAIN.local</Computer>
    <Security />
</System>
<EventData>
    <Data>The WSUS administration console has encountered an unexpected error. This may be a transient error; try restarting the administration console. If this error persists,
Try removing the persisted preferences for the console by deleting the wsus file under %appdata%\Microsoft\MMC\.
System.InvalidOperationException -- Client found response content type of 'text/html; charset=utf-8', but expected 'text/xml'.
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<html>
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        <style>
         body {font-family:"Verdana";font-weight:normal;font-size: .7em;color:black;}
         p {font-family:"Verdana";font-weight:normal;color:black;margin-top: -5px}
         b {font-family:"Verdana";font-weight:bold;color:black;margin-top: -5px}
         H1 { font-family:"Verdana";font-weight:normal;font-size:18pt;color:red }
         H2 { font-family:"Verdana";font-weight:normal;font-size:14pt;color:maroon }
         pre {font-family:"Lucida Console";font-size: .9em}
         .marker {font-weight: bold; color: black;text-decoration: none;}
         .version {color: gray;}
         .error {margin-bottom: 10px;}
         .expandable { text-decoration:underline; font-weight:bold; color:navy; cursor:hand; }
        </style>
    </head>
    <body bgcolor="white">
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please contact your system administrator or change the application's trust level in the configuration file.
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            <table width=100% bgcolor="#ffffcc">
               <tr>
                  <td>
                      <code>
An unhandled exception was generated during the execution of the current web request. Information regarding the origin and location of the exception can be identified using the exception stack trace below.</code>
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               </tr>
            </table>
            <br>
            <b>Stack Trace:</b> <br><br>
            <table width=100% bgcolor="#ffffcc">
               <tr>
                  <td>
                      <code><pre>
[SecurityException: That assembly does not allow partially trusted callers.]
   ASP.global_asax..ctor() +0
</pre></code>
                  </td>
               </tr>
            </table>
            <br>
            <hr width=100% size=1 color=silver>
            <b>Version Information:</b> Microsoft .NET Framework Version:2.0.50727.4214; ASP.NET Version:2.0.50727.4209
            </font>
    </body>
</html>

Source
Microsoft.UpdateServices.Administration
Stack Trace:
   at Microsoft.UpdateServices.Administration.AdminProxy.CreateUpdateServer(Object[] args)
   at Microsoft.UpdateServices.Administration.AdminProxy.GetUpdateServer()
   at Microsoft.UpdateServices.UI.AdminApiAccess.AdminApiTools.GetUpdateServer()
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   at Microsoft.UpdateServices.UI.SnapIn.Wizards.OOBE.OOBEWizard.get_ServerState()
   at Microsoft.UpdateServices.UI.SnapIn.Wizards.OOBE.OOBEWizard.SetNavigationItemEnabledStates()
   at Microsoft.UpdateServices.UI.SnapIn.Wizards.OOBE.OOBEWizard.OOBEWizardInitialize()</Data>
</EventData>
</Event>
============== MSG 2 ==============
Log Name:      Application
Source:        Windows Server Update Services
Date:          9/21/2011 1:53:01 PM
Event ID:      13051
Task Category: 6
Level:         Warning
Keywords:      Classic
User:          N/A
Computer:      APP-SVR.DOMAIN.local
Description:
No client computers have ever contacted the server.
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
<System>
    <Provider Name="Windows Server Update Services" />
    <EventID Qualifiers="0">13051</EventID>
    <Level>3</Level>
    <Task>6</Task>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2011-09-21T10:53:01.000Z" />
    <EventRecordID>884373</EventRecordID>
    <Channel>Application</Channel>
    <Computer>APP-SVR.DOMAIN.local</Computer>
    <Security />
</System>
<EventData>
    <Data>No client computers have ever contacted the server.</Data>
</EventData>
</Event>
============== MSG 3 ==============
Log Name:      Application
Source:        Windows Server Update Services
Date:          9/21/2011 1:53:01 PM
Event ID:      12002
Task Category: 9
Level:         Error
Keywords:      Classic
User:          N/A
Computer:      APP-SVR.DOMAIN.local
Description:
The Reporting Web Service is not working.
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
<System>
    <Provider Name="Windows Server Update Services" />
    <EventID Qualifiers="0">12002</EventID>
    <Level>2</Level>
    <Task>9</Task>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2011-09-21T10:53:01.000Z" />
    <EventRecordID>884374</EventRecordID>
    <Channel>Application</Channel>
    <Computer>APP-SVR.DOMAIN.local</Computer>
    <Security />
</System>
<EventData>
    <Data>The Reporting Web Service is not working.</Data>
</EventData>
</Event>
============== MSG 4 ==============
Log Name:      Application
Source:        Windows Server Update Services
Date:          9/21/2011 1:53:01 PM
Event ID:      12012
Task Category: 9
Level:         Error
Keywords:      Classic
User:          N/A
Computer:      APP-SVR.DOMAIN.local
Description:
The API Remoting Web Service is not working.
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
<System>
    <Provider Name="Windows Server Update Services" />
    <EventID Qualifiers="0">12012</EventID>
    <Level>2</Level>
    <Task>9</Task>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2011-09-21T10:53:01.000Z" />
    <EventRecordID>884375</EventRecordID>
    <Channel>Application</Channel>
    <Computer>APP-SVR.DOMAIN.local</Computer>
    <Security />
</System>
<EventData>
    <Data>The API Remoting Web Service is not working.</Data>
</EventData>
</Event>
============== MSG 5 ==============
Log Name:      Application
Source:        Windows Server Update Services
Date:          9/21/2011 1:53:01 PM
Event ID:      12032
Task Category: 9
Level:         Error
Keywords:      Classic
User:          N/A
Computer:      APP-SVR.DOMAIN.local
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The Server Synchronization Web Service is not working.
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
<System>
    <Provider Name="Windows Server Update Services" />
    <EventID Qualifiers="0">12032</EventID>
    <Level>2</Level>
    <Task>9</Task>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2011-09-21T10:53:01.000Z" />
    <EventRecordID>884376</EventRecordID>
    <Channel>Application</Channel>
    <Computer>APP-SVR.DOMAIN.local</Computer>
    <Security />
</System>
<EventData>
    <Data>The Server Synchronization Web Service is not working.</Data>
</EventData>
</Event>
============== MSG 6 ==============
Log Name:      Application
Source:        Windows Server Update Services
Date:          9/21/2011 1:53:01 PM
Event ID:      12022
Task Category: 9
Level:         Error
Keywords:      Classic
User:          N/A
Computer:      APP-SVR.DOMAIN.local
Description:
The Client Web Service is not working.
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
<System>
    <Provider Name="Windows Server Update Services" />
    <EventID Qualifiers="0">12022</EventID>
    <Level>2</Level>
    <Task>9</Task>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2011-09-21T10:53:01.000Z" />
    <EventRecordID>884377</EventRecordID>
    <Channel>Application</Channel>
    <Computer>APP-SVR.DOMAIN.local</Computer>
    <Security />
</System>
<EventData>
    <Data>The Client Web Service is not working.</Data>
</EventData>
</Event>
============== MSG 7 ==============
Log Name:      Application
Source:        Windows Server Update Services
Date:          9/21/2011 1:53:01 PM
Event ID:      12042
Task Category: 9
Level:         Error
Keywords:      Classic
User:          N/A
Computer:      APP-SVR.DOMAIN.local
Description:
The SimpleAuth Web Service is not working.
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
<System>
    <Provider Name="Windows Server Update Services" />
    <EventID Qualifiers="0">12042</EventID>
    <Level>2</Level>
    <Task>9</Task>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2011-09-21T10:53:01.000Z" />
    <EventRecordID>884378</EventRecordID>
    <Channel>Application</Channel>
    <Computer>APP-SVR.DOMAIN.local</Computer>
    <Security />
</System>
<EventData>
    <Data>The SimpleAuth Web Service is not working.</Data>
</EventData>
</Event>
============== MSG 8 ==============
Log Name:      Application
Source:        Windows Server Update Services
Date:          9/21/2011 1:53:01 PM
Event ID:      12052
Task Category: 9
Level:         Error
Keywords:      Classic
User:          N/A
Computer:      APP-SVR.DOMAIN.local
Description:
The DSS Authentication Web Service is not working.
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
<System>
    <Provider Name="Windows Server Update Services" />
    <EventID Qualifiers="0">12052</EventID>
    <Level>2</Level>
    <Task>9</Task>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2011-09-21T10:53:01.000Z" />
    <EventRecordID>884379</EventRecordID>
    <Channel>Application</Channel>
    <Computer>APP-SVR.DOAMIN.local</Computer>
    <Security />
</System>
<EventData>
    <Data>The DSS Authentication Web Service is not working.</Data>
</EventData>
</Event>
============== MSG 9 ==============
Log Name:      Application
Source:        ASP.NET 2.0.50727.0
Date:          9/21/2011 1:53:09 PM
Event ID:      1314
Task Category: Web Event
Level:         Information
Keywords:      Classic
User:          N/A
Computer:      APP-SVR.DOMAIN.local
Description:
Event code: 4010
Event message: An unhandled security exception has occurred.
Event time: 9/21/2011 1:53:09 PM
Event time (UTC): 9/21/2011 10:53:09 AM
Event ID: 11b96ca285fa46d2a05d38e2e9b168af
Event sequence: 1
Event occurrence: 1
Event detail code: 0
Application information:
    Application domain: /LM/W3SVC/715372307/ROOT/ApiRemoting30-7-129610759889193820
    Trust level: High
    Application Virtual Path: /ApiRemoting30
    Application Path: C:\Program Files\Update Services\WebServices\ApiRemoting30\
    Machine name: APP-SVR
Process information:
    Process ID: 8332
    Process name: w3wp.exe
    Account name: NT AUTHORITY\NETWORK SERVICE
Request information:
    Request URL:
http://app-svr:8530/ApiRemoting30/WebService.asmx
    Request path: /ApiRemoting30/WebService.asmx
    User host address: 192.168.5.22
    User:
    Is authenticated: False
    Authentication Type:
    Thread account name: NT AUTHORITY\NETWORK SERVICE
Custom event details:
Event Xml:
<Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
<System>
    <Provider Name="ASP.NET 2.0.50727.0" />
    <EventID Qualifiers="16384">1314</EventID>
    <Level>4</Level>
    <Task>3</Task>
    <Keywords>0x80000000000000</Keywords>
    <TimeCreated SystemTime="2011-09-21T10:53:09.000Z" />
    <EventRecordID>884380</EventRecordID>
    <Channel>Application</Channel>
    <Computer>APP-SVR.DOMAIN.local</Computer>
    <Security />
</System>
<EventData>
    <Data>4010</Data>
    <Data>An unhandled security exception has occurred.</Data>
    <Data>9/21/2011 1:53:09 PM</Data>
    <Data>9/21/2011 10:53:09 AM</Data>
    <Data>11b96ca285fa46d2a05d38e2e9b168af</Data>
    <Data>1</Data>
    <Data>1</Data>
    <Data>0</Data>
    <Data>/LM/W3SVC/715372307/ROOT/ApiRemoting30-7-129610759889193820</Data>
    <Data>High</Data>
    <Data>/ApiRemoting30</Data>
    <Data>C:\Program Files\Update Services\WebServices\ApiRemoting30\</Data>
    <Data>APP-SVR</Data>
    <Data>
    </Data>
    <Data>8332</Data>
    <Data>w3wp.exe</Data>
    <Data>NT AUTHORITY\NETWORK SERVICE</Data>
    <Data>http://app-svr:8530/ApiRemoting30/WebService.asmx</Data>
    <Data>/ApiRemoting30/WebService.asmx</Data>
    <Data>192.168.5.22</Data>
    <Data>
    </Data>
    <Data>False</Data>
    <Data>
    </Data>
    <Data>NT AUTHORITY\NETWORK SERVICE</Data>
</EventData>
</Event>
Saleh Ramadan

So, in reality, this issue has nothing at all to do with "it was working; now it is not", because you've destroyed all of the evidence that would exist in a "was working; now is not" scenario. What we really have here is a NEW installation that has failed.
So, from the perspective of a NEW installation that is not working...
Are there any other roles, features, services, or applications installed on this server?
Did you install the Web Server Role exactly as described in the documentation?
Did you install the WSUS Role exactly as described in the documentation?
Were there any other roles, features, services, or applications installed onto this server
after your original (working) installation of WSUS?
Lawrence Garvin, M.S., MCITP:EA, MCDBA, MCSA
Principal/CTO, Onsite Technology Solutions, Houston, Texas
Microsoft MVP - Software Distribution (2005-2011)
My MVP Profile: http://mvp.support.microsoft.com/profile/Lawrence.Garvin
My Blog: http://onsitechsolutions.spaces.live.com
Oh, well, I have red and followed the documentation exactly step-by-step on the technet library, and I can guarantee you nothing went wrong because this is not my first installation for it
When I told you about the old damaged installation and the new installation which is also failed and showed me the same symptoms as the old one, I was sure that nothing wrong with the WSUS itself, but rather it is something wrong with the environment
Answering to your above questions, the answer for all is that: that server is only used for WSUS, nothing more
Anyway, I have managed to restore the service thanks to your previous reply where you point to the CONFIG folder inside the NET framework folder, I checked the files in there, some were changed to the date I think has stopped the service, so I repaired the
NET framework 2, and restarted
It is working fine now and syncing with the update server
Saleh Ramadan

Cannot move any files into trash to delete them. I get a Trash warning box saying "The Finder cannot complete the operation because some data in 'file name' could not be read or written.(Error code - 36)".Macbook has so much data it is almost not working

Cannot move any files into trash to delete them. I get a Trash warning box saying "The Finder cannot complete the operation because some data in 'file name' could not be read or written.(Error code - 36)".Macbook has so much data it is almost not working.
I have tried reseting to factory settings by removing battery and holding down the power switch for more than 5 sec but this does nothing.
Any ideas would be greatly appreciated as I think with so much unwanted data on the desktop and other places the whole os will crash very soon.
Thanks, Rick

The hard drive may be dying anyway, or the directory damaged because it is so full. You should never let the hard drive get over 85% full.
A -36 error is a read/write error.
All you did with the power is reset the SMC. Does nothing to reset everything to factory settings.
Do you have your original 10.4 installer discs for the MacBook?
Is your data backed up?

After successful installation of iTunes 10.6.1, iTunes will not open. Tried complete uninstall and reinstall, still not working. Cannot sync iPad or access iTunes at all. Any suggestions?

After successfully installing the iTunes upgrade to 10.6.1, Now I cannot open and access itunes. I have tried a complete uninstall and reinstall and it is still not working. I have looked through many support communities for answers. I added an iPad 2 almost a year ago and all was fine until my upgrade to the "cloud services" and upgrade to new version. I have been without iTunes on my PC for a month. Any suggestions on how to resolve this issue?

I too have only recently encountered this problem. I have been able to burn disks before but it keeps making all these weird sounds. It might be a hardware problem but the fact that everything else that uses a disk works I doubt it.

Autodiscovery not working at a complete loss

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