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RWW and Website Security Certificate for SBS 2008

Posted on 2009-07-10
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Last Modified: 2013-11-21
Added the self-issued certificate on the SBS 2008 server and installed the certificate on a remote machine running Windows XP SP 3. The ceritificate was successfully installed. However when https//remote.domain.xxx/owa is run, the message "There is a problem with the website's security certificate" comes and on continue to this website the message "HTTP 404 Not Found" comes. With https//remote.domain.xxx/companyweb, the message "HTTP 404 Not Found" comes.

Both OWA and Companyweb are running normally on the nodes running Windows XP SP 3 attached to the SBS by LAN.

Let me state here that the domain is registered with RConnection.com, a partner of Register.com but the DNS has not been configured by them till now.

What settings in the server or the node are being missed? Or I need to take some other steps?
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Question by:rkkhandelwal54
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4 Comments
 
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Expert Comment

by:realtec
ID: 24829662
Ok, Basic things to check are the ports 80,443 and 987 (if you want to use RWW) on your firewall are open and are forwarded to your servers internal IP. I think I'm right in saying that self issued certs will always give the 'There's are problem with the website's security ......'  , you need to purchase a trusted cert and install it to get rid of that message. www.certificatesforexchange.com is a good start. As for the 404 error, was this a fresh install of SBS2k8 or was it a migration ? if it was a migration, then your companyweb entry in DNS will probably be still pointing to the old server. Also, does the the https://comapnyweb work internally ?
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Author Comment

by:rkkhandelwal54
ID: 24829806
The ports are open. It was fresh install.
The companyweb is working internally over the LAN as already mentioned in my original post.
As already mentioned, the DNS has not been configured by RConnection.com, a partner of Register.com. Am waiting for the 60 day period to pass next week when I shall get the domain name transferred to GoDaddy for better service.
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Accepted Solution

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realtec earned 50 total points
ID: 24829858
An A Name record called 'remote' should have been setup by your host and it should point to your external static IP address which it sounds like it is doing for you to get the Cert error in the first instance so that's all that's needed there. From there it can only be one of two things, firewall or internal dns. I doubt it's the firewall (although you could double check the ports are actually open by going to www.canyouseeme.org ) so, in DNS on the server check under yourdomain.xxx that you have an alias entry of companyweb that points to servername.yourdomain.xxx , also under forward lookup zones you should have a zone entry called remote.yourdomain.xxx with three entries within it relating to your server. If not then re-run the setup internet address wizard.
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Author Closing Comment

by:rkkhandelwal54
ID: 31602367
Thanks for clarifying the doubts. As mentioned in my post, shall have to wait for my DNS configuration from the domain name provider before things shall work smoothly.
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