Cannot get Web Applications and default webite to run at the same time in sbs 2008

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This is sbs 2008, and there is only one server. Attached is my screenshot that shows my port settings. I am not sure which needs port 443 (I think that is the conflicting port). If I try to remove port 443 from the bindings, I get a message that says that removing it will cause other apps in iis to stop working because they are both binded to the same cert. Sure wish there was system restore on servers. I ran the fix my network wizard a few times, and it did not help. I even ran the best practice analyzer to see if it found anything, it did not.
my-settings.jpg

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I hear what you are saying, and it makes perfect sense. I removed port 443 from the sbs web applications, and I lost everything. I could not get any of the websites of come up. If I try to browse port 80 (while in IIS) I get the welcome to IIS page in various languages. If I try to browse to rww or owa from outside the network, I get the web page is unavailable. Even when I add port 443 back to the sbs applications, nothing worked. I tried moving up the default.aspx document to the top (thinking that the default page was not there), nothing worked. I got the sites to work again by clicking on sites (on the left pane), and selecting the option to set website defaults (right pane). That allowed the sites to work again, but I still cannot get default website and sbs web applications to run at the same time. What is also confusing is that the cert works fine on sbs web applications, but if I browse port 443 on default website (within iis), I get an untrusted certificate error. I thought both sites used the same cert. I can connect to rww and owa from outside with no problem (basically no untrusted certificate error is generated). I am at my wits end guys. if I try to remove or change the cert for the default website, I get the warning that another site is binded to the same cert. Does the default website need a different cert than the sbs web applications, or should go thru the process of doing another csr via the Add a trusted certificate wizard that is a part of the sbs management console? This might address the cert issue, but what about the port issue? Like I said, I know the port conflict is 443, because when I removed it from the sbs web applications, I can start both of them. Or maybe I need to remove 443 from default website. What is my next move?

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One other thing I noticed, there is not hostname associated with the default website.
my-settings.jpg

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What host header do I use? I know it may sound stupid or even vague, how do I do that? Now I looked at another client I setup, except they had sbs 2003, and the default website is using ports 80 and 443, and the companyweb is listed in the site list. Oh before I forget, here is my current status:
I can access owa, and rww remotely, however whenever I click the link to access the company website, I prompted for a username and password. The option to connect to a computer is not there either.Even internally, I cannot access the companyweb without being prompted for a username and password. I looked at the certification path for certificate assigned to the default website, and the sbs web applications, and they are both the same. should I go thru the add a trusted certificate wizard from the sbs management console again? maybe that will apply the cert to both sites simultaneously. Also, I honestly don't think that the sbs web applications need port 443, but I am just guessing. Here is a thought:
Remove port 443 from the sbs web applications
Reapply the cert via the add a trusted certificate in the sbs management console.
How does that sound?

ASKER

I was able to get the two sites to start by removing port 443 from the default website, and then I used the add trusted certificate wizard to re-apply the certificate. Now I can access both owa and rrw, however, when I attempt to access companyweb, I keep getting the username and password dialog box. Another thing is that the option to connect to a computer is not there in rww anymore.

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