SSL Offload port 443 to port 80

Assuming VS and pool setup correctly should work straight away, I'd check the webserver logs first.

Many backends will require some type of indication the HTTPS offloading has occurred. One common way is to use an X-Forwarded-Proto: https header.

Can you please elaborate on how it's not working?

There are a great number of things that applications can do badly in the presence of a proxy server. Sometimes it's an easy fix with the X-Forwarded-Proto header, but more often than not the applications simply don't understand the proxy environment and the original developers used absolute URLs in HTTP redirects and payload content. There's certainly a way to make it work, but you need to understand why it isn't working before you can attempt to fix it.

Please do the following and let us know what you find:

1. Look for any documentation on this application that talks about proxied environments. It could be as simple as inserting an XFP header letting the server know the proxy is there.

    

2. Fire up a client side inspection tool like Fiddler or HTTPWatch and observe the HTTP traffic from the browser's perspective. If the application is acting badly behind the proxy, you'll most likely see the browser receive absolute URLs, or simply http:// URLs from the server, and then try and fail to follow these.