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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"

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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.

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I looked at Failed Request Log and saw this message "Outbound rewrite rules cannot be applied when the content of the HTTP response is encoded ("gzip")." Seems like I must turn off compression on iis – nemke Sep 9 '11 at 11:39
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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.

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Yes, I found that link also and it helped me. – nemke Sep 11 '11 at 7:12
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