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I recently purchased and implemented an SSL certificate for a web application that is hosted on a Windows Server 2019 machine running IIS 10. I added the certificate, created the bindings, and did all the other steps detailed in this tutorial.

The next step was making sure that the IIS Authentication was set to Anonymous Authentication (so that all users can access the site; the web app handles user authentication). The ones I checked were set to Anonymous and I thought I was done configuring the certificate.

However, when I tried to access the website, I was shown the browser authentication alert, prompting for a username and password. I tried inputting my domain credentials (admin level), the web app credentials, and the local server administrator credentials. However, none of those worked. EDIT: When I don't enter anything, the popup goes away and I get a "You are not authorized to access this site. Please contact your administrator." message.

What could be the problem? I called the application tech support (they were the ones who set up the server before I started) and the Senior Systems Engineer had no idea why that was happening.

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I investigated the issue and it seemed to be tied to an application called Windows Admin Center, which I promptly uninstalled (use discretion). I then restarted the World Wide Web Publishing Service service. Then I found this answer on StackExchange:

Later I uninstalled it and it's the same error. I can't find how to release 443 port.

Per Microsoft, if you previously had Windows Admin Center installed, and now nothing else can use the same TCP/IP port, try running:

netsh http delete sslcert ipport=0.0.0.0:443
netsh http delete urlacl url=https://+:443/

I thought that solved my issue, but I received a generic "This webpage cannot be found", even though the http counterpart worked as normal. To fix the issue, click on the Default Web Site on the left pane in IIS (first expand Sites), then click on Bindings... in the right pane, then click on the https entry you added and make sure your certificate is still selected when you click Edit.... Mine was deselected in the drop-down and the generic Not Selected was the value. Select your certificate again, click Ok, and it worked immediately for me.

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