Octopus deplyoy adding URL rewrite to IIS rule during deployment

When we deploy one of our applications to our QA environment an outbound URL rule is added to IIS 7. When left enabled, the rule forces the application to return a 500 internal server error.

I am trying to pin down the source of this and I am battling. Have you guys ever seen one like this?


Thanks for getting in touch, but sorry, I’ve never seen this before (we certainly don’t add any rules). If you attach a full deployment log we can try to make a suggestion:

Best of luck!


Hi Paul,

This issues has been resolved outside of Octopus Deploy.


Hi Khatu, could you share with us how you solved this?