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Is their a way to password protect an entire domain? Or at least the root of the domain? I've tried many different directory names in the Protect Directories folder, and have yet to see a login.
That's probably true. I didn't even notice this was in the windows forum. Duh.
I'm not sure Plesk has this ability within the control panel itself though. You'll probably have to do this manually from within windows or via a login script of some sort. If the script has an index page, it should automatically run the script if someone tries to browse that directory (or the root of the domain in this case).
I ended up using IISPassword, which gives you .htaccess files under IIS. There's no user/password integration with Plesk, but since it's just .htaccess I was able to enhance my application to handle user management itself.