I'm using embedded tomcat 7 behind a iis 7.5 proxy server, with requests being forwarded to tomcat with arr. Everything works fine unless iis is set to require ssl. Then things like links that are generated dynamically in .jsp files on tomcat don't work right. For example if a link is supposed to point to _https://somewhere.com:443 it will be wrote as _http://somewhere.com:8080 (8080 is the port tomcat is running on). The problem seems to come from when tomcat looks at itself to build out the url it sees correctly that it is running on _http://somewhere.com:8080, but i need it to think otherwise. Does anybody know how to accomplish this without using ssl between iis and tomcat? Sorry for the underscores in front of the imaginary urls.