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SQL Monitor uses the server name as part of the URL used to get alerts. This would be difficult to change - is there any reason why you can't allow extension ".ad" in IIS?
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You don't need to really change the URL, you just need to have the link on that menu append a / to it. overviews/cluster/whatever.ad/ will work with default IIS settings.
Frankly, I can change the settings, but .ad is a reasonably well used and recommended suffix for domains from what I know, so I wanted to alert you guys to the possible issue.
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Because of this, when I try to browse from the main menu to our cluster (url=overviews/cluster/sql1.xx.xx.ad), i get a 404.7 exception.
If you were to just adjust the links to overviews/cluster/{clustername}/ (note the trailing slash), then this problem could be avoided.