December 2017 - stunnel-users

stunnel FIPS mode 140-2/ Other Modes
by mehmet ozisik 19 Sep '25

19 Sep '25

Hi All, I would like to ask a question about stunnel fips mode. There are lots of question and answers on the internet related with this, but I could not find any answer related with mine. I am compiling with openssl (auto detecting fips) . Here is a part of confgiure output : checking for FIPS_mode_set... yes configure: FIPS mode detected So I am thinking that fips also is being included. Then I try to run stunnel on target platform (in stunnel.conf fips=yes) and it gives below error : Compiled/running with OpenSSL 0.9.8w-fips 23 Apr 2012 Threading:PTHREAD Sockets:POLL,IPv6 SSL:ENGINE,OCSP,FIPS Reading configuration from file stunnel.conf FIPS_mode_set: 2D06906E: error:2D06906E:FIPS routines:FIPS_CHECK_INCORE_FINGERPRINT:fingerprint does not match there are lots of information about this errror on internet. Then when I configure stunnel.conf with fips=no, stunnel is running successfully. I know that fips=yes means that enables FIPS 140-2 mode and I guess my fips canister does not supoort fips 140-2 mode (I do not know which fips mode it has supported). Now my question is coming : When I set fips=no, stunnel also starts with other available fips modes which the canister included? Or it skips running fips mode completely? Plase inform me if anyone has any idea? Regards

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Requests to cloud server that requires host header
by Lorne Kates 13 Nov '24

13 Nov '24

(related to Akamai message from before-- but I have better troubleshooting information). I'm tying to route traffic through stunnel to a "cloud" based-endpoint. That endpoint has a static server name-- test.authorize.net. (This is the dev sandbox for auth.net) But if you do an nslookup on test.authorize.net, you'll get back a different servername and IP, because it's so wonderfully "cloud". Stunnel apparently tries to connect to the nslookup value. The server rejects the request because it can't route it back to test.authorize.net. I've tried adding "delay = yes" and "sni = test.authorize.net", but neither work. To see this in action, a simple setup with any accept, then connect to test.authorize.net:443 in client = yes mode. This is what a valid response looks like (13 -- give me the darn merchant ID in a POST): https://test.authorize.net/gateway/transact.dll This is what you'll get if you try to use stunnel (400 invalid url) : https://23.195.204.150/gateway/transact.dll So how can I get stunnel to send the proper Request Header (host: test.authorize.net) make sure it's using http/1.1, etc?

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Stunnel 4 failing to connect to gmail
by Asif Iqbal 11 Dec '20

11 Dec '20

I am faling to connect to gmail. Not sure what that bind error means. iqbala@ghar:~$ sudo stunnel4 2008.12.15 13:53:17 LOG7[3839:3083650736]: Snagged 64 random bytes from /home/iqbala/.rnd 2008.12.15 13:53:17 LOG7[3839:3083650736]: Wrote 1024 new random bytes to /home/iqbala/.rnd 2008.12.15 13:53:17 LOG7[3839:3083650736]: RAND_status claims sufficient entropy for the PRNG 2008.12.15 13:53:17 LOG7[3839:3083650736]: PRNG seeded successfully 2008.12.15 13:53:17 LOG7[3839:3083650736]: Certificate: /etc/stunnel/stunnel.pem 2008.12.15 13:53:17 LOG7[3839:3083650736]: Certificate loaded 2008.12.15 13:53:17 LOG7[3839:3083650736]: Key file: /etc/stunnel/stunnel.pem 2008.12.15 13:53:17 LOG7[3839:3083650736]: Private key loaded 2008.12.15 13:53:17 LOG7[3839:3083650736]: SSL context initialized for service ssmtp 2008.12.15 13:53:17 LOG5[3839:3083650736]: stunnel 4.22 on i486-pc-linux-gnu with OpenSSL 0.9.8g 19 Oct 2007 2008.12.15 13:53:17 LOG5[3839:3083650736]: Threading:PTHREAD SSL:ENGINE Sockets:POLL,IPv6 Auth:LIBWRAP 2008.12.15 13:53:17 LOG6[3839:3083650736]: file ulimit = 1024 (can be changed with 'ulimit -n') 2008.12.15 13:53:17 LOG6[3839:3083650736]: poll() used - no FD_SETSIZE limit for file descriptors 2008.12.15 13:53:17 LOG5[3839:3083650736]: 500 clients allowed 2008.12.15 13:53:17 LOG7[3839:3083650736]: FD 10 in non-blocking mode 2008.12.15 13:53:17 LOG7[3839:3083650736]: FD 11 in non-blocking mode 2008.12.15 13:53:17 LOG7[3839:3083650736]: FD 12 in non-blocking mode 2008.12.15 13:53:17 LOG7[3839:3083650736]: SO_REUSEADDR option set on accept socket 2008.12.15 13:53:17 LOG3[3839:3083650736]: Error binding ssmtp to 74.125.93.111:587 2008.12.15 13:53:17 LOG3[3839:3083650736]: bind: Cannot assign requested address (99) Here is how my conf file looks like iqbala@ghar:~$ cat /etc/stunnel/stunnel.conf | egrep -v "^;|^$" cert = /etc/stunnel/stunnel.pem foreground = yes sslVersion = SSLv3 chroot = /var/lib/stunnel4/ setuid = stunnel4 setgid = stunnel4 pid = /stunnel4.pid socket = l:TCP_NODELAY=1 socket = r:TCP_NODELAY=1 debug = 7 output = /var/log/stunnel4/stunnel.log client = yes [ssmtp] accept = smtp.gmail.com:587 connect = 25 Asif Iqbal PGP Key: 0xE62693C5 KeyServer: pgp.mit.edu

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Stunnel & Gmail security
by BOXI31 TEST 16 Oct '20

16 Oct '20

Hi all, To make "Stunnel 5.31" work with Gmail, I have to go in security settings of Gmail and "allow less secure apps to access my account". Is it mandatory ? Is it possible to set Stunnel to access Gmail without lowering it security level ? How ? I checked in log file TLS v1.2 is used by Stunnel but Gmail still consider it as a "less secure app." ! Regards, Steve

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Updating stunnel 5.43 to 5.44 fails on Win7prof(32)
by tagtraeumer 15 Dec '17

15 Dec '17

Hello, removing compression = zlib did fix the starting issue for v5.44, update worked, thanks. Is 'deflate' affected too? Is compression recommended at this stage of mail processing? Thanks once more, regards! > Hello, > The compression is not recommended with TLS because of the CRIME or > BREACH attacks. > From stunnel v 5.44 in Windows the zlib compression is not supported. > So you should remove the option: > compression = zlib > > If you want to use this compression, please place the file zlib1.dll > (from the previous version) in the stunnel / bin directory. > > Best regards, > Malgorzata

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Updating stunnel 5.43 to 5.44 fails on Win7prof(32)
by tagtraeumer 14 Dec '17

14 Dec '17

Hello, I did try updating stunnel 5.43 to 5.44 on a Win7prof (32bit) system, but it fails... Log before update (v5.43): 2017.12.14 20:46:39 LOG5[main]: stunnel 5.43 on x86-pc-msvc-1500 platform 2017.12.14 20:46:39 LOG5[main]: Compiled/running with OpenSSL 1.0.2m-fips 2 Nov 2017 2017.12.14 20:46:39 LOG5[main]: Threading:WIN32 Sockets:SELECT,IPv6 TLS:ENGINE,FIPS,OCSP,PSK,SNI 2017.12.14 20:46:39 LOG5[main]: Reading configuration from file stunnel.conf 2017.12.14 20:46:39 LOG5[main]: UTF-8 byte order mark detected 2017.12.14 20:46:39 LOG6[main]: UI not supported by engine #1 (capi) 2017.12.14 20:46:39 LOG6[main]: Engine #1 (capi) initialized 2017.12.14 20:46:39 LOG5[main]: FIPS mode disabled 2017.12.14 20:46:39 LOG6[main]: Compression enabled: 2 method(s) 2017.12.14 20:46:39 LOG6[main]: Initializing service [HostEurope_SMTPs] 2017.12.14 20:46:39 LOG6[main]: Loading certificate from file: stunnel.pem 2017.12.14 20:46:39 LOG6[main]: Certificate loaded from file: stunnel.pem 2017.12.14 20:46:39 LOG6[main]: Loading private key from file: stunnel.pem 2017.12.14 20:46:39 LOG6[main]: Private key loaded from file: stunnel.pem 2017.12.14 20:46:39 LOG4[main]: Service [HostEurope_SMTPs] uses "verifyChain" without subject checks 2017.12.14 20:46:39 LOG4[main]: Use "checkHost" or "checkIP" to restrict trusted certificates 2017.12.14 20:46:39 LOG5[main]: Configuration successful Log after 5.44 update: Pls refer to screenshot at: https://imgur.com/hCOKES7 "Invalid configuration file" errno: (*_errno()) stunnel.conf:65: ["name"]: Failed to initialize TLS How to solve this issue? Thx + regards!

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Exception 40000015 STATUS_FATAL_APP_EXIT
by alexwaskilledfriendlyfire＠gmail.com 11 Dec '17

11 Dec '17

Hello Stunnel-users, Well, I have a problem with latest stunnel-5.44-win32 build. Both GUI and console versions won't to start throwing unhandled exception: tstunnel.exe: Problem signature: Problem Event Name: APPCRASH Application Name: tstunnel.exe Application Version: 0.0.0.0 Application Timestamp: 5a18f4f5 Fault Module Name: tstunnel.exe Fault Module Version: 0.0.0.0 Fault Module Timestamp: 5a18f4f5 Exception Code: 40000015 Exception Offset: 0000e43d OS Version: 6.1.7601.2.1.0.256.4 Locale ID: 1049 Additional Information 1: 57b4 Additional Information 2: 57b4bc5bbe66a065d3bc087357c09646 Additional Information 3: f6bb Additional Information 4: f6bb7b9b6fcf2c5cdb238bc389e9ede9 And GUI version stunnel.exe: --------------------------- Microsoft Visual C++ Runtime Library --------------------------- Runtime Error! Program: C:\Progs\Stunnel\bin\stunnel.exe This application has requested the Runtime to terminate it in an unusual way. Please contact the application's support team for more information. --------------------------- OK --------------------------- Problem signature: Problem Event Name: APPCRASH Application Name: stunnel.exe Application Version: 5.44.0.0 Application Timestamp: 5a18f4f3 Fault Module Name: stunnel.exe Fault Module Version: 5.44.0.0 Fault Module Timestamp: 5a18f4f3 Exception Code: 40000015 Exception Offset: 0000e43d OS Version: 6.1.7601.2.1.0.256.4 Locale ID: 1049 Additional Information 1: 2de9 Additional Information 2: 2de98e0ccee9cc0b77f8fe3f51196ec8 Additional Information 3: 42db Additional Information 4: 42db6f5f1de1e71ee661917dbb7cc0c8 Completely fresh isntallation (or deleting config folder) doesn't solve my problem. My OS is legal Windows 7 x64 with latest updates. There are screenshots just for case. https://i.imgur.com/N1kPI9J.jpg https://i.imgur.com/CqMXWtx.jpg Probably I missing some DLL or service running but it's not an option to turn everything ON (and copy every single DLL ever made to my PC) to determine which one is not running. Probably it's something else. I need help. Thanks. -- Best regards, Alexwaskilledfriendlyfire mailto:alexwaskilledfriendlyfire@gmail.com

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[patch] Fix build with LibreSSL
by Piotr Kubaj 06 Dec '17

06 Dec '17

Building against LibreSSL currently fails. Could you commit this patch? It builds fine on FreeBSD 11.1-RELEASE against LibreSSL 2.6.3. Since it doesn't change anything for OpenSSL, it should build against it too. -- ______________________________________ / A nickel ain't worth a dime anymore. \ | | \ -- Yogi Berra / -------------------------------------- \ ^__^ \ (oo)\_______ (__)\ )\/\ ||----w | || ||

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possibility to delay connect to host
by Paavo Sild 04 Dec '17

04 Dec '17

Hello! I am a bit new to stunnel and while I tried to search the message archive I did not find any possible reference to the issue I try to solve. I am running a bit older version of stunnel as a simple reverse proxy. It accepts incoming TLS connection and opens clear TCP connection to a host specified by "connect" parameter in config. I wander - it is possible to delay the opening of TCP connection to a host until the actual data is received from client? I haven't found any reference to such a possibility in stunnel but thought that it worth to ask from community. The issue is that due to the nature of traffic there are instances then client negotiates the SSL connection but there is no actual data to be sent by the client. By opening the connection to host only when actual data is present would filter out unnecessary connections towards the application. Anybody had such an issue to solve? -- rgds, Paavo Sild --------------------- paavo.sild(a)estcard.ee ---------------------

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routines:ssl3_read_bytes:sslv3 alert certificate unknown
by Ziad Badawi 04 Dec '17

04 Dec '17

Greetings, I am trying to capture clear text pcaps from client (browser) - server (java appserver) traffic. The java appserver is jboss using https. I'm running jboss and stunnel on the same machine. # stunnel.conf debug = 3 foreground = yes [jboss] client = yes cert= stunnel.pem # generated using makecert.sh accept = 1234 connect = 127.0.0.1:443 Version: stunnel 5.44 on x86_64-pc-linux-gnu platform Compiled/running with OpenSSL 1.0.2k-fips 26 Jan 2017 Threading:PTHREAD Sockets:POLL,IPv6 TLS:ENGINE,FIPS,OCSP,PSK,SNI Global options: RNDbytes = 64 RNDfile = /dev/urandom RNDoverwrite = yes Service-level options: ciphers = FIPS (with "fips = yes") ciphers = HIGH:!DH:!aNULL:!SSLv2 (with "fips = no") curve = prime256v1 debug = daemon.notice logId = sequential options = NO_SSLv2 options = NO_SSLv3 sessionCacheSize = 1000 sessionCacheTimeout = 300 seconds stack = 65536 bytes TIMEOUTbusy = 300 seconds TIMEOUTclose = 60 seconds TIMEOUTconnect = 10 seconds TIMEOUTidle = 43200 seconds verify = none When I try to test it usng firefox by browsing to https://localhost:1234, FF returns "Secure Connection Failed" and stunnel spits 2017.12.01 20:35:10 LOG3[0]: SSL_connect: 14094416: error:14094416:SSL routines:ssl3_read_bytes:sslv3 alert certificate unknown What am I missing / doing wrong? Regards Z

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