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When I threw this blog together, I had chose one of the default Permalinks options of:
http://domain/index.php/%postname%
I wanted to get that index.php out of there and that is where my journey began.
I am running WordPress on IIS 8.5 and Windows Server 2012 R2. First, I just went in and attempted to edit the Permalinks under settings, but when I went to save I got the below error.