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SBS08 - Remote Web Workplace Certificate Error

Posted on 2010-01-05
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Last Modified: 2012-05-08
I am running Small Business Server 2008 and when I try and access RWW, I can login and access Outlook Online but a certificate error is presented when I try and connect to the server or a client computer. I have copied the certificate install app on the server and installed it on the remote client but still get this error?

Thanks heaps for your help!!!
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Question by:gstyling
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by:gstyling
ID: 26179063
Further to my initial question.

I have just been checking out a few possibles and have identified that my problem is that the self generated certificate has a domain "remote.mycompany.com" when in fact the domain "mycompany.com" is not set up on this SBS08 server. I actually need to access RWW using the public IP address.

Is there a way to set up the server to use the public IP as the primary domain so that the self-signed certificate would say "remote.[ip address]"

An additional complicating factor is that we are running Exchange 07 but not with our own mail server. We use a POP Connector to download our mail from an external host for mycompany.com. Although our public website mycompany.com is pointing to yet another server by use of an A record set up through the external host. In short, will changing the address management to a public IP rather than mycompany.com [remote.mycompany.com] affect our current server settings including exchange???
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Rob Williams earned 2000 total points
ID: 26179596
>>"I actually need to access RWW using the public IP address. "
This will not work with SBS 2008, you could with SBS 2003.

You need to have the certificate, the FQDN to which you connect, and the external  DNS record all agree.

By default SBS uses remote.mycompany.com to set up the server and certificate. You need to set up an external DNS Host for remote.mycompany.com pointing to the IP of the server. This will not change your other DNS configurations and you can still use your external Mail service. You can change from the default "remot....) if you like when running the "Set up my Internet Address wizard" which must be done. I assume you have if the certificate installation package is in the folder.

If you are using a dynamic IP for your public IP you will need to subscribe to a DDNS (Dynamic Domain Name Service Like no-ip.com or dyndns.com and purchase their Plus managed DNS service or Custom DNS service, respectively, and move your DNS records to this service.,
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by:gstyling
ID: 26179860
Thanks for the quick reply!!

All makes a lot of sense! I will arrange to set up a remote.. sub-domain that points to our server IP. Yes it is static so dynamic updating isn't needed.

Bit of a bugger that SBS08 wont allow RWW directly through the IP.

Well earned!
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by:Rob Williams
ID: 26179871
>>"Bit of a bugger that SBS08 wont allow RWW directly through the IP."
True, but it is due to added security.

Thanks gstyling. Good luck with it.
Cheers!
--Rob
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Expert Comment

by:GuyLiddell
ID: 28352981
Rob/Will:
"By default SBS uses remote.mycompany.com to set up the server and certificate. You need to set up an external DNS Host for remote.mycompany.com pointing to the IP of the server. "

How do i set this up?  I am running sbs2008
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by:gstyling
ID: 28486574
Hi Guy,

I got mine to work.

If your domain is hosted externally, simply set up an A-Record for remote.company.com through your host that points to the static IP of your server. If you contact your host they will know what you are talking about.

You will have to then route incoming traffic on your router that is recieved by opening up the appropriate ports on your server and using port forwarding.
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