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SSL Certificate for Windows Server 2003 SBS

jimmysupport asked
Medium Priority
Last Modified: 2012-06-27
I have a Server 2003. We allow access to it from the web. We had an SSL Certifcate, but it is expired.
I need to replace it.

I was told since it was expired I could not renew it, just to get a new one.

Fine, so where in Administration do I go to generate a Certificate Request?
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Within the IIS console, go to the properties of the virtual server you need the cert for. Under the Directory Security tab there is a section "Secure Communications" that you generate the request from. The wizard is pretty straghtforward, so you should be able to take it from there, if not please let me know.

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You know what is strange, the first page you connect to is not secure..since the certificate has expired I guess,
but the actual log-in page is secure....do I actually need a Certificate?

take a look:

www.easternmercantile.com/cnet    then click to the server.


oops...now it can't find the server...could that be because I deleted the certificate it had?
It was working just a few minutes ago.

Have you gotten a new cert from a CA now and completed the process of feeding IIS the reply from your request?

About the cert, yes - the site login requires SSL and SSL does not work without a cert (invalid date certs still *do* encrypt data, though it's shelf life is over)


Wow, didn't know that...oh, well.
I only have one employee who needs to get in...she can go in via Remote Desktop.

You could poke around on the server for the certificate that was unbound from IIS from the renewal process maybe. Even though it's expired, would get you going till it could be sorted. Any .cer files on there?

If just for one internal user, use SelfSSL from resource kit to roll your own ssl.



rage419 - you were such a help. Everything you said was right on.
One more question though...I got a new Certificate
It was issued to cnet.easternmercantile.com, so when it hits the server it says the name is different.
Can I simply change the name in IIS from default website to cnet.easternmercantile.com?


And further - when we hit the default page, it does not show the lock on the browser - how come, because of the name?

To ge the dfault page locked, one would have to enter https// as part of the URL or be redirected via script. If you entered your site with HTTPS:// and SSL is working, you should see the lock.

For the cert to match the site, this is not longer IIS's deal anymore really. The name on the cert must match the hostname of the entry that was used to get to the site.

So for a cert issued to bob.com, if I enter the IP, or anything NOT ending in bob.com when accessing the site protected by the aforementioned cert,  - error! (but it still encrypts)
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