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How to implement TLS for email between a client server and Exchange 2007

ParadiseITS
ParadiseITS asked
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Last Modified: 2009-06-02
We need to implement TLS for email transport between us and a client.  We run Exchange 2007.  I had initially turned off TLS as I didn't see a need for it and I couldn't get all my clients to authenticate properly with it.  Now I have a client that would like us to do it with them.    I am looking for a soup to nuts "how to" that would include "gotchas" regarding client access and regular incoming non-TLS mail.  

We use Outlook 2003, Blackberries (No enterprise server, they IMAP in) and iPhones.

Anyone have anything good?  I've read a few that look too easy.
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Commented:
Sembee.. thanks, you've been a great help in the past and this tool is fantastic.

I have an SSL Cert for OWA that is installed, I gather from your post that I can't use that and I need a new one?  In PowerGUI the Services list it as "...W" and the home grown one is listed as SIP.  I should buy a new cert and replace the home grown one?  Is there a walkthrough around on that?

Creating the SMTP connector is no big deal, but do I get rid of the existing SMTP connector or leave both?
Expert of the Year 2007
Expert of the Year 2006

Commented:
Change the services for the commercial certificate.
S is SMTP
I is IMAP
P is POP

So if you select the certificate, then in the Action pane on the right click enable. You need to select each service in turn.
The one you want is SMTP - as that is what TLS uses.

Simon.
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