When I added User-friendly URL using IIS URL Rewrite Module 2.0 i got this server error 500. I followed the guide on official MS learn iis page.
I noticed when I unchecked following option "Create corresponding outbound rewrite rule"
everything works fine, but I need that option to be enabled. With this option all I got is server error 500. What am I doing wrong? This article didn't help me.
Nice troubleshooting. Yes, compression clashes with outgoing URL Rewrite rules. Here's a link with instructions on how you can get the two working together: http://forums.iis.net/t/1165899.aspx.