November 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 17 Oct '20

17 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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Exception 40000015 STATUS_FATAL_APP_EXIT
by alexwaskilledfriendlyfire＠gmail.com 12 Dec '17

12 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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Stunnel 5.43 problem
by Carter Browne 16 Nov '17

16 Nov '17

When running stunnel 5.43 on Linux 4.14 (arm), accept = port only listens on 127.0.0.1:port. I don't know if other operating systems are affected. Carter

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Re: [stunnel-users] TLS "translation" & 2-way auth
by Igor Gatis 15 Nov '17

15 Nov '17

It would be nice to know whether it is actually possible to achieve this with stunnel. If not, is there any other tool I could use or combine? On Nov 13, 2017 08:58, "Igor Gatis" <igorgatis(a)gmail.com> wrote: Yep, that's exactly what I'm seeking for help here. If we can abstract the 2-way bit for a second, I'd call this a "certificate transcription" TLS tunnel. On Thu, Nov 9, 2017 at 5:19 PM, Vincent Deschenes <vdeschenes(a)stelvio.com> wrote: > Ho, > > But that does not account for the A ->[TLS] ->B part. > > I believe that my sample will listen for unencrypted connection only. > > > > > > *From:* stunnel-users [mailto:stunnel-users-bounces@stunnel.org] *On > Behalf Of *Vincent Deschenes > *Sent:* Thursday, 9 November 2017 3:16 PM > *To:* Igor Gatis <igorgatis(a)gmail.com>; stunnel-users(a)stunnel.org > *Subject:* Re: [stunnel-users] TLS "translation" & 2-way auth > > > > You need to have a section in your config file which listen for requests > but also have the “client = yes” option with a cert and key like this: > > > > [http_a_to_c] > > client = yes > > accept = port_number_to_listen_on_server_b > > connect = server_c_address:443 > > cert = certificate.crt > > key = private.key > > > > > > cert and key are the certificate and private key server B uses to identify > itself on server C. > > You could also add more options to specify a trustore to specify which > cert coming from server C server B will trust, otherwise server B will > simply allow the connection. > > > > Good Luck > > > > > > *From:* stunnel-users [mailto:stunnel-users-bounces@stunnel.org > <stunnel-users-bounces(a)stunnel.org>] *On Behalf Of *Igor Gatis > *Sent:* Thursday, 9 November 2017 1:14 PM > *To:* stunnel-users(a)stunnel.org > *Subject:* [stunnel-users] TLS "translation" & 2-way auth > > > > Consider scenario below: > > > > Server A ==TLS==> Server B ==TLS+2WayAuth==> Server C > > > > Server A needs to connect to Server C through Server B which runs Stunnel. > Server C requires 2-way authentication. I have full control over Server A > and Server B and Server C belongs to a third-party. > > > > What does Stunnel config should look like? > > >

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Re: [stunnel-users] Possible stunnel 5.43 bug ?
by Bezspam 15 Nov '17

15 Nov '17

Hello, The patch fixed the problem. Thank you very much! Best regards, Bez Spam Sent with [ProtonMail](https://protonmail.com) Secure Email. > -------- Original Message -------- > Subject: Re: [stunnel-users] Possible stunnel 5.43 bug ? > Local Time: November 15, 2017 7:15 AM > UTC Time: November 15, 2017 7:15 AM > From: Michal.Trojnara(a)stunnel.org > To: stunnel-users(a)stunnel.org <stunnel-users(a)stunnel.org> > > On 11/14/2017 01:33 PM, Bezspam wrote: > >> Is this a bug or expected behaviour? >> Best regards, >> Bez Spam >> >> Dear Bez, >> >> I confirm this is a bug. A patch that fixes it is: >> ftp://ftp.stunnel.org/stunnel/accept.patch >> >> There will be a bugfix release of stunnel later this week. >> >> Best regards, >> Mike > > --------------------------------------------------------------- > > stunnel-users mailing list > stunnel-users(a)stunnel.org > https://www.stunnel.org/cgi-bin/mailman/listinfo/stunnel-users

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Ubuntu 16.04 problem
by Carter Browne 15 Nov '17

15 Nov '17

I have a very confusing problem with stunnel on Ubuntu. I have a configuration file that I have used in both Windows and Arch Linux. In the Arch version, I use a single file with all the certificates for the partner systems, in the Windows version I use a capath directory. I have tried both here and I always get the response "tlsv1 alert unknown ca". The beginning of the stunnel.conf file is below. Any hints would be appreciated. Carter cert = /etc/stunnel/xxxxxxx.pem key = /etc/stunnel/xxxxxxx.pem fips = no # Enable client mode client = yes ; Some security enhancements for UNIX systems - comment them out on Win32 #chroot = /var/run/stunnel/ #setuid = stunnel #setgid = stunnel ; PID is created inside chroot jail pid = /etc/stunnel/stunnel.pid ; Some performance tunings # Debug and Foreground are for testing socket = l:TCP_NODELAY=1 socket = r:TCP_NODELAY=1 # Uncomment for debugging stunnel problems debug = 5 output = /etc/stunnel/stunnel.log ##foreground = yes ; NO SSLv2 options = NO_SSLv3 sslVersion = all Ciphers = ECDHE-RSA-AES256-SHA:ECDHE-ECDSA-AES256-SHA:ECDH-RSA-AES256-SHA:ECDH-ECDSA-AES256-SHA:ECDHE-RSA-AES128-SHA:ECDHE-ECDSA-AES128-SHA:ECDH-RSA-AES128-SHA:ECDH-ECDSA-AES128-SHA # # Uncomment and modify the CAFile to point to your ca.txt file #CAFile = /etc/stunnel/all.pem CAPath = /etc/stunnel/capath #CAPath = @sysconfdir/ssl/certs # Uncomment and modify the verify to enable CA validation # verifyChain = no VerifyPeer = yes

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Possible stunnel 5.43 bug ?
by Bezspam 14 Nov '17

14 Nov '17

Hello, I use stunnel on FreeBSD 11.1. I install it from ports. Yesterday I updated to stunnel 5.43. However it stopped working. I investigated the problem and found the issue- instead on all network interfaces, "accept" listens on 127.0.0.1 : sockstat -4 USER COMMAND PID FD PROTO LOCAL ADDRESS FOREIGN ADDRESS stunnel stunnel 43945 7 tcp4 127.0.0.1:2222 *:* stunnel stunnel 43945 8 tcp4 127.0.0.1:3128 *:* stunnel stunnel 43945 9 tcp4 127.0.0.1:8080 *:* stunnel stunnel 43945 10 tcp4 127.0.0.1:1616 *:* A workaround is to modify "accept = 0.0.0.0:3128" explicitly to listen on 0.0.0.0. Is this a bug or expected behaviour? Best regards, Bez Spam

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