This section is to configure IIS as a reverse proxy server. I found what the problem was (and it is NTLM): in order to have the browser asks the user for its credentials, the response must have a 401 status code.My reverse proxy was forwarding the response to the browser, so IIS was adding a standard HTML code to explain the requested page cannot be accessed thus preventing the browser from asking credentials. IIS enable authentication for reverse proxy - Server Fault When you authenticate to the IIS server using Integrated Authentication, that uses up your first 'hop'. [SOLVED] IIS SSL Reverse Proxy w/ AD Auth? Possible? - IT Security Select the main tree node (server name) > Application Request Routing Cache > Server Proxy Settings. The upstream connection is bound to the client connection once the client sends a request with the "Authorization" header field value starting with "Negotiate" or "NTLM". I need the Forms Authentication to occur first. Just search for 'URL Rewrite' in the search options and click 'Add'. IIS, Windows Authentication and the Double Hop issue April 28, 2016 05:26AM. iis reverse proxy authentication - Ukrainian Baptist Church Resurrection Just do everything on that IIS tutorial and: On IIS manager, select "Authentication" and enable only "Windows Authentication". Enabling Reverse Proxy functionality. iis - Nginx reverse proxy - passthrough basic authenication - Server Fault Kestrel just takes the user token IIS gives it and can use it to do impersonation or whatever you want. For the access via Web the IIS Reverse Proxy is used, which works fine as long as you use a service for which a user is provided (in SICF). So, for your IIS10 server: enable ARR add a rewrite URL rule to proxy-pass to IIS7 setup by-passing of the headers above in the rewrite rule add a server certificate require SSL in the SSL settings of the Default Web Site set the client certificates setting equal to Accept enable anonymous authentication for your site