Once I enable the require SSL, the website changes to a ridiculous font. This is the same cert as our existing web server that I exported/imported without and issue. Note the screens - the first one is with SSL requirement on.
Without the SSL requirement.
Could you change you log level WARN to DEBUG in \Inetpub\Solarwinds\web.config, reload a few pages with the problem, and send your OrionWeb.log file by private message?
I would love to if I had a web.config file. Is this because the server is the additional web server?
No web.config file? That's a real problem. Are you sure you're looking in the proper directory for your website? If so, it's time to look at the ConfigurationWizard.log file (it's in Program Files\Solarwinds\Orion).
No configuration wizard log either. This is the standalone web server without the entire NPM suite installed. We've moved NPM off the SQL server, as well as the website.
Since you are using SSL go into Edit \Inetpub\Solarwinds\Orion\custom.config and change the port to 443.