You are correct all internal Server to Server traffic is encrypted via SSL by 
default, not that you cannot break this, but it is there by default.

I am looking, and asking around. I just got an answer back from some PSS 
contacts already; they said " I will ask around but I know if anyone here knows 
that one, you might try the product group"

What is odd to me with this is that when I test SMTP over SSL via Outlook it 
works without error no matter what Cert if the default. But when I remove the 
SAN cert and only have the self signed cert installed Outlook tossed up an 
error that the cert is not trusted.

Add to that I see no where in the command line where it says which cert is the 
default. I might look at the ADSI object and see if the order that they are 
listed there changes.

I love crazy questions that make you scratch your head.

-----Original Message-----
From: Troy Meyer [mailto:[EMAIL PROTECTED]
Sent: Wednesday, December 03, 2008 8:49 AM
To: MS-Exchange Admin Issues
Subject: RE: Which Cert do I Use

Kevin,

I may be incorrect, but I believe I read somewhere that internal SMTP is 
encrypted with TLS using internal certs even on machines that have public certs 
installed.  We also have a somewhat similar setup to the one you speak about 
and I was confused when we started getting eventlog errors that internal SMTP 
traffic was now unencrypted because a certificate had expired and I knew the 
public cert had another 2 months.  It turned out I needed to renew that 
internal cert as well, for some reason internal traffic wasn't using the public 
cert.


If you find more detail on this (I know you have James Bondish connections at 
MS) I would love to hear the official word.


-Troy

-----Original Message-----
From: KevinM [mailto:[EMAIL PROTECTED]
Sent: Wednesday, December 03, 2008 8:41 AM
To: MS-Exchange Admin Issues
Subject: Which Cert do I Use

Basic Question = When you have 2 SSL certs on a server, and both of them are 
enabled for SMTP. How does Exchange determine which to use?



A bit more detailed Question -- I have a SAN cert assigned to SMTP on my EDGE 
server and my HUB server [1] .I also have the default self signed certificate 
installed on both servers. When I add the SAN cert to the server and I add it 
to the SMTP service I'm presented with the option to replace the default; yes 
or no. Either answer I give results in both certificates being assigned to the 
SMTP service. Edge sync will break if the default Cert is the SAN cert. Edge 
sync will work if the SAN cert is not the default.  Outlook SMTP over SSL will 
not ask to verify the cert if both certs are enabled  regardless of which cert 
is the default.

My question is  -- How does the server / client know which cert to use... and 
What does Default Cert mean to Exchange.





[1] This is not supported 
http://technet.microsoft.com/en-us/library/cc671171.aspx But works if you pick 
the default cert the right way





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