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OWA SSL not working outside of LAN

Posted on 2008-06-20
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Last Modified: 2010-04-21
We're trying to do the whole RCP over HTTPS deal and the HTTPS OWA client work inside the LAN but outside we get a warning of a certificate error (in IE 7) and then a page cannot be displayed. We have a Sonicwall 2040 Firewall, Exchange 2003 SP2, SBS 2003 and IIS 6.0. I believe I have the port completely wide open on the sonic wall.

We have our main DC/AD server and then 4 other servers including our Exchange Server (of which we have just 1 of).

Please help!
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Question by:pstiffsae
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LVL 15

Expert Comment

by:LegendZM
ID: 21832089
Are you using a self signed certificate, or have you purchased one from an authorized authority? (such as godaddy)
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Author Comment

by:pstiffsae
ID: 21832097
Yes, have a free one from FreeSSL for the next month.
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LVL 15

Expert Comment

by:LegendZM
ID: 21832122
That would be why you're getting a certificate error. Unless you install the certificate on each user's computer, because it's not from a signed authority. You can purchase one from Godaddy for ~30$/yr and be done with the error message :)
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Author Comment

by:pstiffsae
ID: 21832162
Wait, for real, it's THAT easy?
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Author Comment

by:pstiffsae
ID: 21832167
Can you explain a bit further?
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Accepted Solution

by:
LegendZM earned 500 total points
ID: 21832198
Sure,

The certificate error (if you can provide a screen shot and use the attach file function that would be great) Is because the certificate you're using is not from a trusted certificate authority. There are plenty of them out there, Verisign, Thawte, Godaddy (one of the cheapest ones but still trusted), and will eliminate the certificate error because they're in the trusted list within web browsers phones etc.

Now on the firewall, make sure port 443 and 80 are port forwarded to the server hosting exchange/IIS (they go hand in hand)  Also make sure forms based authentication is on/configured:
http://www.petri.co.il/configuring_forms_based_authentication_in_exchange_2003.htm
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Author Comment

by:pstiffsae
ID: 21832209
Yeah, but when you continue on to the site, I get a page cannot be displayed error and no warning of the certificate error on IE 6. I can access the HTTPS site while in office, at home, I cannot. I get a page cannot be displayed.
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Author Comment

by:pstiffsae
ID: 21832331
No, you were right on. I need to get a trust cert and I did't have the port forwarded to the exchange server properly on the firewall.
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Author Closing Comment

by:pstiffsae
ID: 31469198
You literally saved me from another night of pulling my hair out. Thank you!
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LVL 15

Expert Comment

by:LegendZM
ID: 21832348
Ok, lets go back a step

You have: Exchange 2003 SP2, SBS 2003 and IIS 6.0.

Is the Exchange 2003 sp2 on the SBS or is SBS separate, likewise, is IIS6 a server in itself? Or do you have all of this encompassed under the SBS server. Let's assume it's all encompassed.

You need more than having all the ports 'open' on the firewall, you need to Forward incoming requests on port 80, 443 to the internal ip 192.168.x.x (or another internal ip) of the SBS 2003 server.
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LVL 15

Expert Comment

by:LegendZM
ID: 21832357
Glad I could help. :)
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