Under Type I have 4 listed as Directory and 2 listed as Mail all with connection as TCP\IP. If I change to use Outlook anywhere and insert the sbs 2008 server remote address I keep getting prompted for the password and never connects using HTTPS.

Hi, Try this : https://www.testexchangeconnectivity.com/ & check what result you are getting. Also few details on infra like which version & servers roles will be helpfullRipu Daman Mina | MCSE 2003 & MCSA Messaging

<input class="btn" onclick="return false;WebForm_DoPostBackWithOptions(new WebForm_PostBackOptions("testSelectWizard$ctl12$btnExpandAll$ctl01", "", true, "", "", false, true))" name="testSelectWizard$ctl12$btnExpandAll$ctl01" type="button" value="Expand All" /> <input class="btn btnWithLeftBorder" onclick="return false;WebForm_DoPostBackWithOptions(new WebForm_PostBackOptions("testSelectWizard$ctl12$btnCopyClipboard$ctl01", "", true, "", "", false, true))" name="testSelectWizard$ctl12$btnCopyClipboard$ctl01" type="button" value="Copy" /> ExRCA is testing RPC/HTTP connectivity. The RPC/HTTP test failed. Test Steps Attempting to test Autodiscover for and@avconti.info Testing Autodiscover failed. Test Steps ExRCA is attempting each method of contacting the Autodiscover service. The Autodiscover service couldn't be contacted successfully by any method. Test Steps

Exchange server 2007 SBS 2008 Standard If you need more details please tell me. As you can see Outlook anywhere is not working.

These are the dns entries and ip address is correct ARecord remote 78.133.16.152 CNAME home @ CNAME www remote MX @ remote.avconti.info

Hi, Is it a new setup or you are having a problem in existing setup. try browsing this site : https://mail.{mydomain}.com/rpc/rpcproxy.dll it should give a blank page after successfully auth. Also read these : white paper on autodiscover, make sure you read the whole paper :) http://technet.microsoft.com/en-us/library/bb332063%28EXCHG.80%29.aspx Also, here's a link for you when publishing with ISA/Autodiscover http://technet.microsoft.com/sv-se/library/bb794751%28en-us%29.aspx Have a look into this post : http://social.technet.microsoft.com/Forums/en-US/exchangesvrclients/thread/498858ec-de94-47c0-ba49-b066dcb6d84c Ripu Daman Mina | MCSE 2003 & MCSA Messaging

I dont see any DNS records for autodiscover. Should be a cname of autodiscover.avconti.info pointing at the external ip address of the CAS. ( Assuming smtp addresses are @avconti.info)

yes here it is _autodiscover _tcp @ 0 0 443 remote.avconti.info

I dont see autodiscover.avconti.info when I check nslookup.

Hi acmsoft, From your description, I understand that when you use Outlook anywhere, Outlook clients can’t connect to the Exchange Server and are prompted for authentication repeatedly, this is because Internet Information Services (IIS) 7.0, the Web server role in Windows Server 2008, has kernel mode enabled by default for Integrated Windows authentication. So when you encounter this situation, you can follow these steps to troubleshoot the problem: 1. Disable kernel mode in Integrated Windows authentication on the computer running the Exchange 2007 SP1 Client Access server role on Windows Server 2008. Type the following command in cmd: %systemroot%\system32\inetsrv\AppCmd.exe set config /section:system.webServer/security/authentication/windowsAuthentication /useKernelMode:false /commit:apphost 2. Stop and start IIS on the Exchange 2007 SP1 Client Access server running Windows Server 2008. a. Click Start->Run b. In the Open box, type the following file path. %windir%\system32\inetsrv c. Right-click Appcmd.exe, and then click Run as administrator. d. Type the following commands to stop IIS at the site level: Stop Site MySite Set Site MySite /serverAutoStart:false e. Type the following commands to start IIS at the site level: Start Site MySite Set Site MySite /serverAutoStart:true Here is the referral link which may help: http://technet.microsoft.com/en-us/library/dd421847(EXCHG.80).aspx If you have any other problem, please let me know and I will be glad to help you. Thank you, Tyler