Microsoft Outlook 2010 & 2013 cannot set automatic reply settings

Question

Hello,
We cannot seem to set automatic reply's within outlook 2010 & 2013.  We have an exchange server 2010.  We
can setup automatic reply through OWA absolutely fine.   The error that we receive is 'Your automatic reply settings cannot be displayed because the server is currently unavailable.  Try again later.
However we can setup out of office on any other office version below 2010 fine.    We have run through
a number of tests and have come to the conclusion that the auto discover service is not configured correctly.   I have been told to run through the following
"We need to make sure the IIS service is assigned to the certificate which includes mail.mydomainname.co.uk
name:
Enable-ExchangeCertificate -Thumbprint 62C247B3BD081D0A8B074D4A928A76E6DA3BABBA -Services
POP,IMAP,SMTP,IIS
Then restart IIS service
to apply the changes.
If the user is connect
to mailbox from external environment as your test results, it is recommended to add the autodiscover.mydomain.co.uk name in your certificate with IIS service. If so, the autodiscover
service can be accessed successfully in your posted second steps(https:/autodiscover.mydomain.co.uk/autodiscover/autodiscover.xml). Alternatively, if you don’t want to change your certificate configuration, we need to create a new SRV record for mail.mydomainname.co.uk
to make your autodiscover succeed in last steps of Srv Record lookup method".
So I followed this and opened Exchange Managemnet Shell and ran the following.....
'Enable-ExchangeCertificate -Thumbprint 62C247B3BD081D0A8B074D4A928A76E6DA3BABBA -Services POP,IMAP,SMTP,IIS'
The following output was displayed:
"VERBOSE: Connecting to SERVER2011.EXCHANGE.local
VERBOSE: Connected to SERVER2011.EXCHANGE.local.
[PS] C:\Windows\system32>Enable-ExchangeCertificate -Thumbprint 62C247B3BD081D0A8B074D4A928A76E6DA3BABBA -Services POP,I
MAP,SMTP,IIS
WARNING: This certificate will not be used for external TLS connections with an FQDN of 'SERVER2011.EXCHANGE.local'
because the CA-signed certificate with thumbprint '71ADF367E190E269C1036BBF4A09C55E62536791' takes precedence. The
following receive/send connectors match that FQDN: Default SERVER2011.
WARNING: This certificate will not be used for external TLS connections with an FQDN of
'mail.companyname.co.uk' because the CA-signed certificate with thumbprint
'67ECB1A383CBD05424C58F6A5E753C9377F49D3D' takes precedence. The following receive/send connectors match that FQDN:
Windows SBS Internet Receive SERVER2011, Fax/Printer.
Confirm
Overwrite the existing default SMTP certificate?
Current certificate: '67ECB1A383CBD05424C58F6A5E753C9377F49D3D' (expires 09/08/2015 09:06:17)
Replace it with certificate: '62C247B3BD081D0A8B074D4A928A76E6DA3BABBA' (expires 06/08/2015 17:05:22)
[Y] Yes  [A] Yes to All  [N] No  [L] No to All  [?] Help (default is "Y"):"
I opened up 'Internet Information
Services (IIS) Manager to find 2 Server Certificates issues to 'mail.companyname'
with the certificate hash' 62C247B3BD081D0A8B074D4A928A76E6DA3BABBA' and '71ADF367E190E269C1036BBF4A09C55E62536791'.
I opened up the Exchange Management
Console to confirm that the IMAP, POP, IIS, and SMTP services are bound to both of the certificates for 'mail.companyname'.co.uk
I need to know if it is okay to proceed in replacing the certificate and running this
command.
Thank you

Answer 1

Hi,
We have this problem with some of our users, in that they get the server unavailable error when trying to activate the out of office.
In our case this is because the Proxy is blocking the connection from the PC to the Exchange, so we just go to Internet Options - Connections - LAN Settings - Advanced (under proxy server) then just add *.domain.com into the Exceptions box at the bottom.
This seems to resolve the issue and allow them to set their out of office. The only reason this reoccurs for these users is because their roaming profile for some reason won't save the proxy settings, which is a different issue.
Hope this helps.