I do hope you are billing them an arm & a leg for that "better" certificate.
Our setup is near identical to yours, and it is what we would do.

> -----Original Message-----
> From: Greg Johnson [mailto:gre...@yahoo.com]
> Sent: Monday, August 29, 2011 10:10 PM
> To: users@tomcat.apache.org
> Subject: Two SSL certs. for same web app
> 
> We have a wildcard SSL cert. installed on our tomcat (6.0.18) instance.
> We are not fronted by Apache, as we just use Tomcat to serve the
> content directly. We provide subdomains for our clients to connect to
> us. For example:
> https://client1.mycompany.com
> represents "client 1's" portal into our web app.
> https://client2.mycompany.com
> represents "client 2's" portal into our web app.
> 
> A particular client is not happy with the strength of our SSL
> certificate, and wants us to install a "better one" for them to use
> when accessing our web app. (We don't need to discuss "better"
> here....I've already pulled my hair out on this one. And, no, it's not
> possible for us to simply get a "better" wildcard cert.) We have a
> single web app, and all clients access the same ROOT app. The
> subdomains are used primarily to allow us to skin our site differently
> for each client.
> 
> What is the method I should use to have "most" of our clients access
> our web app. using our existing wildcard cert., but still allow a
> single client to use a second SSL cert to access the same web app? In
> other words, when "client N" accesses our web site via:
> https://clientn.mycompany.com
> they should use a separate SSL cert.
> 
> I'm assuming I'll need a second network connection for our tomcat
> server. Our "standard" traffic will arrive via "ip-address-one", and
> "client N's" traffic will arrive via "ip-address-two". (With DNS
> configured to make that work correctly.) My guess would be that in
> addition to our tomcat.keystore file, I should create a
> clientn.keystore (which obviously holds the "better one").  If that is
> the case, then I'm confused as to how to configure things in
> server.xml.
> 
> My current structure in server.xml is:
> <Server>
> <Service>
> <Connector port=8080 ... />
> <Connector port=8443 keystoreFile="tomcat.keystore" ... />
> <Engine defaultHost="localhost">
> <Host name="localhost">
> </Host>
> </Service>
> 
> </Server>
> 
> I've done some research and I believe I should use the "address"
> parameter on the connectors, so that I would then have two sets of
> Connector's, using the "clientn.keystore" on the 2nd SSL connector. But
> from there I'm confused as to what IP addresses should be used in the
> Engine and Host blocks. Do I need two Host sections?
> 
> <Server>
> <Service>
> <Connector port=8080 address="ip-address-one"... />
> <Connector port=8443 address="ip-address-one"
> keystoreFile="tomcat.keystore" ... />
> <Connector port=8080 address="ip-address-two"... />
> <Connector port=8443 address="ip-address-two"
> keystoreFile="clientn.keystore" ... />
> <Engine defaultHost="localhost">
> 
> <Host name="localhost">
> </Host>
> </Service>
> 
> </Server>
> 
>  If I simply replace "localhost" in the Engine and Host blocks with
> "ip-address-one", I get traffic correctly on all of our subdomains, but
> don't get any response when connecting to ip-address-two.
> 
> 
> Be gentle, but please slap me down the right road. ;-) I'm just
> stumbling through this, as you can tell. I hope I've not forgotten to
> share enough details.
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