Hi All , I issued a certificate using my local Authority using the following command : New-ExchangeCertificate -GenerateRequest -domainname exchange2007,exchange2007.mydomain1.com,webmail.mydomain2.com,autodiscover.mydomain1.com -privatekeyexportabletrue -path c:\cert_exchange2007.txt Everything went ok. Now i've gota problem. I set up the MS proxy exchange as follow : Use this URL to connect to my proxy server for exchange : https:\\webmail.mydomain2.com Connect using SLL Only (selected) Auth Method : Basic Now....If i select "Only connect to proxy servers that have this principal name in their certificate" msstd:webmail.mydomain2.com ...Outlook will request the password infinite times even if you enter the correct one. Instead, if i untick the option outlook works correctly and download the mail. Unticking that option could be a good solution in the end , but sometimes Exchange restore the option to the original state (Selected + msstd:webmail.mydomain2.com) I gave a look into the console and i didnt find anything about any policy applied to the client. Now,the question is : Is there a way to avoid that exchangerestores the option ? or in alternative is there a way to let outlook work with this option selected (of course i assume im doing something wrong). ? Regards, Eric.