Once you have it figured out where you will be getting the cert, be sure to
issue a SAN cert with both the internal and external website names. SAN
certs allow multiple DNS names on a single cert. The certificate request
wizard in exchange will generate a cert request with multiple names by
default. Also, if you are going to stand up your own CA, there is an
additional step you must perform to allow it to issue SAN certs.

http://exchangeserverpro.com/how-to-issue-a-san-certificate-to-exchange-server-2010-from-a-private-certificate-authority/

  Setup your own CA for your domain, the clients will trust it, then use
the same ca to issue a cert for the right cn that your exch server will use.



Or use startcom to issue a free cert for the server.



jlc



*From:* [email protected] [mailto:
[email protected]] *On Behalf Of *Gavin Wilby
*Sent:* Wednesday, November 12, 2014 5:29 AM
*To:* '[email protected]'
*Subject:* [Exchange] Self sign certificate and Outlook Anywhere



Hi all,



I have Exchange 2010 that is running with a valid self signed certificate.



I need to set up a laptop with Outlook Anywhere, this seems to work fine
right up until the point it tries to connect. It asks for credentials, and
then immediately says:



There is a problem with the proxy servers security certificate. The name
does not match...



This is because of course that out external name for the server, is not the
same as the internal name.



Is there any work around for this to allow the client to connect?



*Gavin Wilby*

*IT Support Engineer*



SMP Partners Ltd

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