How do I configure my Microsoft Exchange 2003 server to accept both SMTP TLS Encryption and standard SMTP connections?

Posted on 2009-04-23
Last Modified: 2012-05-06
How do I configure my Microsoft Exchange 2003 server to accept both SMTP TLS Encryption and standard SMTP connections?  We deal with some customers that require us to use TLS encrypted SMTP connections, but we also have some customer that do not, and we also have some that can go either way.  How do I configure my 2003 Exchange server to try to use TLS first, and then if it cannot negotiate the encrypted connection attempt an unencrypted SMTP connection?  From looking at the Default SMTP Virtual Server Properties page and then clicking on the Communications button, I only see the option to Require secure channel.
Question by:warewols
    LVL 11

    Expert Comment

    If you have Clients that can not use TLS the only valid option here is to uncheck "require TLS" or the non-TLS enabled clients simply cant connect.
    LVL 65

    Accepted Solution

    You will need to have two SMTP virtual servers, and either two different IP addresses or two different ports used. Exchange 2003 doesn't do opportunist TLS over the same port - Exchange 2007 does. It is either on or off.


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