your-apache-tomcat-ip:

Michael, Sorry I could not answer before.I read your note and I think this is mostly off-topic. I am not sure I understand what you want to do with stunnel in this configuration. But l will try an educated guess: 1. Keep in mind that Stunnel is mostly used for securing services that do not support TLS natively.I haven't worked with tomcat + ISS, but I have experience with tomcat + Apache httpd 2. It looks like you already have your IIS servers configured to serve web requests with TLS on port 443, and since you are trying to insert an stunnel client between IIS and tomcat AJP port (9009 or 8009), I guess you are trying to encrypt the AJP trafic. It doesn't make much sense to encrypt local traffic, so I assume your apache tomcat is running on different host than your IIS. Is this correct?

3. If I am right on 2, you need to run an stunnel in your IIS host and another stunnel in your tomcat host.

In your IIS host, you configure stunnel like this: [client]accept = localhost:9009connect = your-apache-tomcat-ip:10009 (or another free port)client = yes In your tomcat host, you configure stunnel like this: [server]accept = your-apache-tomcat-ip:10009 (same port as connect in client) connect = localhost:9009 (or another free port)client = no Do you see the tunnel? Note that your isapi filter in IIS should also reference localhost and port 9009.

Hope this helps. Regards,Jose

From: J. Michael Drew [email protected] To: 'Jose Alf.' [email protected] Cc: [email protected] Sent: Monday, June 20, 2016 6:00 PM Subject: RE: [stunnel-users] FW: Stunnel with IIS8 on server 2012 64 bit

.Jose,  I appreciate your patience.  Internet -  Clients : 443 ->  : https://website.company.com/website/  ________Firewall___________  Web\Presentation Layer  2 Win 2012 Webservers (443) not currently connected to the production LB, application needs to work before connecting to LB. This configuration is first time on 64 bit OS… Win 2012.IIS 8 running Jakarta ISAPI Filter\Stunnel to redirect 9001 to 9009:  _________Firewall\App Layer________Port 9009  Connects to App server running Apache      Application is working as expected as long as I am logged in to the IIS 8 server. I can telnet to the APP layer over 9009 and I can reach these websites externally as expected. Firewalls are good.  Please let me know any other information you need.  Thank you again,  Michael        From: Jose Alf. [mailto:[email protected]] Sent: Monday, June 20, 2016 4:32 PM To: J. Michael Drew Subject: Re: [stunnel-users] FW: Stunnel with IIS8 on server 2012 64 bit  Michael,  Please take this in constructive way. I am trying to help, but it looks like you need to do some reading and homework. Please check http://catb.org/~esr/faqs/smart-questions.html  I suggest you draw a picture of your environment and explain well what you're trying to achieve.  Show your client, your backend server, your stunnel server, include the IPs and ports they're listening to and everything should be easier. Don't forget any firewalls thay may be in the way.  Regards,Jose.  From: J. Michael Drew [email protected] To: 'Jose Alf.' [email protected] Sent: Monday, June 20, 2016 1:00 PM Subject: RE: [stunnel-users] FW: Stunnel with IIS8 on server 2012 64 bit  Hi Jose, I made the changes you suggested, but I am still getting the same behavior. My external address is: https://website.company.com/website%C2%A0I am not adding any ports to the address. Thanks so much for your help! Michael From: Jose Alf. [mailto:[email protected]] Sent: Monday, June 20, 2016 12:10 PM To: J. Michael Drew; [email protected] Subject: Re: [stunnel-users] FW: Stunnel with IIS8 on server 2012 64 bit Michael,  I guess what you want to do is to be able to connect to your internal Webserver via your Win2012 stunnel proxy using a URL like:  https://yourwin2012dnsname:9001/  if that is correct, I suggest to adjust your configuration as follows:  1. Your stunnel mode must be server, not client. So adjust your service stanza as follows:  [CLI9F529A0A]accept=9001connect=10.xxx.xxx.xxx:9009client=no 2. In your current configuration stunnel is listening only in the localhost ipv4 address (127.0.0.1). Therefore, you can only connect when you are logged on the server, you can't connect from a remote client.  Hope this helps you clarify what's going on.  Regards,Jose From: J. Michael Drew [mailto:[email protected]] Sent: Monday, June 20, 2016 9:54 AM To: 'Josealf.rm' Subject: RE: [stunnel-users] Stunnel with IIS8 on server 2012 64 bit Jose, Once logged in to the server I can open a browser on the server and connect through https://localhost/website and I can log in to the site externally as expected. Here are the log files from IIS and stunnel where stunnel is running as a service on the Windows 2012 server: When I am not logged in to the server it fails: #Software: Microsoft Internet Information Services 8.5#Version: 1.0#Date: 2016-06-20 00:30:21#Fields: date time s-ip cs-method cs-uri-stem cs-uri-query s-port cs-username c-ip cs(User-Agent) cs(Referer) sc-status sc-substatus sc-win32-status time-taken2016-06-20 00:30:21 159.xxx.xxx.xxx HEAD / - 443 - 190.xxx.xxx.xxx - - 200 0 0 1218#Software: Microsoft Internet Information Services 8.5#Version: 1.0#Date: 2016-06-20 05:41:01#Fields: date time s-ip cs-method cs-uri-stem cs-uri-query s-port cs-username c-ip cs(User-Agent) cs(Referer) sc-status sc-substatus sc-win32-status time-taken2016-06-20 05:41:01 10.xxx.xxx.xxx OPTIONS /C$/windows/system32/NTDLL.DLL - 80 - 159.xxx.xxx.xxx Microsoft-WebDAV-MiniRedir/6.1.7601 - 200 0 0 5002016-06-20 05:41:01 10.xxx.xxx.xxx PROPFIND /C$/windows/system32/NTDLL.DLL - 80 - 159.xxx.xxx.xxx Microsoft-WebDAV-MiniRedir/6.1.7601 - 404 0 2 462016-06-20 05:41:01 10.xxx.xxx.xxx PROPFIND /C$/windows/system32 - 80 - 159.xxx.xxx.xxx Microsoft-WebDAV-MiniRedir/6.1.7601 - 404 0 2 2182016-06-20 05:41:16 10.xxx.xxx.xxx PROPFIND /patch-{682810b5-36dc-4e5d-81dd-6c02cd8f445b}-patchtoolsd.exe - 80 - 159.82.156.241 Microsoft-WebDAV-MiniRedir/6.1.7601 - 404 0 64 622016-06-20 05:41:27 10.xxx.xxx.xxx PROPFIND /N$cl64.exe - 80 - 159.xxx.xxx.xxx 1 Microsoft-WebDAV-MiniRedir/6.1.7601 - 404 0 2 622016-06-20 05:41:27 10.xxx.xxx.xxx PROPFIND /C$rome.dll - 80 - 159.xxx.xxx.xxx Microsoft-WebDAV-MiniRedir/6.1.7601 - 404 0 2 296 Stunell.conf: cert = extwebsvr_ver.pem ; Some performance tuningsocket = l:TCP_NODELAY=1socket = r:TCP_NODELAY=1 ; Peer Authenticationverify = 2CAfile = extwebsvr_root.pem ; Debug mode - useful for troubleshootingdebug = 7output = stunnel.log  ; Client modeclient = yes ; Setup tunnels to each EMS node [CLIxxxxxxxx)]accept=127.0.0.1:9001connect=10.xxx.xxx.xxx:9009 Stunnel.log: 2016.06.20 09:17:39 LOG7[main]: No limit detected for the number of clients2016.06.20 09:17:39 LOG5[main]: stunnel 5.27 on x86-pc-msvc-1500 platform2016.06.20 09:17:39 LOG5[main]: Compiled/running with OpenSSL 1.0.2e-fips 3 Dec 20152016.06.20 09:17:39 LOG5[main]: Threading:WIN32 Sockets:SELECT,IPv6 TLS:ENGINE,FIPS,OCSP,PSK,SNI2016.06.20 09:17:39 LOG7[main]: errno: (*_errno())2016.06.20 09:17:39 LOG5[main]: Reading configuration from file stunnel.conf2016.06.20 09:17:39 LOG7[ui]: GUI message loop initialized2016.06.20 09:17:39 LOG7[cron]: Cron thread initialized2016.06.20 09:17:39 LOG5[main]: UTF-8 byte order mark detected2016.06.20 09:17:39 LOG6[main]: Initializing service [CLI9F529A0A]2016.06.20 09:17:39 LOG6[main]: Loading certificate from file: extwebsvr_ver.pem2016.06.20 09:17:39 LOG6[main]: Certificate loaded from file: extwebsvr_ver.pem2016.06.20 09:17:39 LOG6[main]: Loading private key from file: extwebsvr_ver.pem2016.06.20 09:17:39 LOG6[main]: Private key loaded from file: extwebsvr_ver.pem2016.06.20 09:17:39 LOG7[main]: Private key check succeeded2016.06.20 09:17:39 LOG4[main]: Service [CLIxxxxxxxx] uses "verify = 2" without subject checks2016.06.20 09:17:39 LOG4[main]: Use "checkHost" or "checkIP" to restrict trusted certificates2016.06.20 09:17:39 LOG7[main]: SSL options: 0x03000004 (+0x03000000, -0x00000000)2016.06.20 09:17:39 LOG5[main]: Configuration successful Thanks for your help, Michael    From: Josealf.rm [mailto:[email protected]] Sent: Monday, June 20, 2016 8:01 AM To: J. Michael Drew Cc: [email protected] Subject: Re: [stunnel-users] Stunnel with IIS8 on server 2012 64 bit Michael, Is your stunnel running as a service?Please post sanitized logs and configuration for a better diagnostic ...

Regards Jose El 20 jun 2016, a las 6:39, J. Michael Drew [email protected] escribió: Hi, I have a website on IIS8 and am using stunnel to forward requests over 9009 inside to my application server.  When I log in to the IIS server and stay logged in everything works as expected. When I log off the IIS 8 web server my site is unreachable with a “service is unavailable”. Can someone help me? Sincere thanks, Michael

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