December 2016 - 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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Stunnel and tokens on Windows
by stunnel.org＠pepak.net 31 Dec '16

31 Dec '16

Hi! I would very much like to switch my Stunnel setup to use hardware tokens. Stunnel apparently supports that using a PKCS11 engine, but I am having hard luck trying to figure it out for Windows, because 1) my practical experience with tokens is nonexistent at the moment, and 2) there are very few pages with a relevant information (basically, I was only able to find the very ancient http://martlaak.wikia.com/wiki/Stunnel_and_engine_pkcs11 and two russian pages http://forum.rutoken.ru/topic/1639/ and https://habrahabr.ru/post/135369/ which probably do just what I need, but I am not so sure they are applicable to my needs as I do not have a rutoken). I guess I would be satified if someone told me, "yes, these pages are applicable, just buy a xxxtoken instead of rutoken"; I would be happier with a full guide, but I can't expect anyone to write it - with the possible exception of Michal Trojnara's paid support (would that be possible?). Thanks, pepak

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Re: [stunnel-users] Public domain [PATCH] support environment variables in config file
by Dmitry Bakshaev 21 Dec '16

21 Dec '16

2016-05-31 12:02 GMT+04:00 Pierre Delaage <delaage.pierre(a)free.fr>: > Did not have a look at the code yet, but should it be possible to replace > envvars usage by some keys in the registry on windows platform and/or > %userprofile%/config-file ? > > Anyway, my opinion on the patch is that there is no real interest for > "generic/self-expanding" config file , and it is even dangerous : > I would not trust stunnel if, at run time, its config could be modified by > USER envvars... > which difference between %userprofile%/config-file and USER envvars? both are USER owned and USER controlled. certificate and keys also USER private data. and stunnel started by USER owned by USER. if stunnel started by SYSTEM/ADMIN he uses SYSTEM/ADMIN envvars (if needed), certs, keys, etc. global "generic/self-expanding" config file is ADMIN owned. USER has permissions to substitute some values, restricted by ADMIN.

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problem running stunnel as windows service
by Jeff Saxton 09 Dec '16

09 Dec '16

stunnel 5.38 on x86-pc-msvc-1500 platform compiled/running with OpenSSL 1.0.2j-fips 26 Sep 2016 Windows Server 2012R2 Standard When I try and start the service I get: Windows could not start the Secure Socket Tunneling Protocol Service on the Local Computer. Error: 1079: The account specified for this service is different from the account specified for other services running in the same process. So after a little reading I went into Services->Logon and checked: Allow Service to interact with desktop Same Error So I created an account in the Local Administrators group and gave it logon as a service Same thing Any ideas? -- Jeff Saxton Tanium CELL: +US 650.235.0776

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Using transparent destination option with multiple network interfaces.
by Rodney Lott 08 Dec '16

08 Dec '16

Hi, there. Base server details: - Using the latest stunnel 5.37 - Ubuntu Trusty - The computers communicating with each other use bridged interface addresses that are configured by the clustering software (i.e. to ensure that at least one of the nodes is master and host to some common addresses) - For discussion purposes, let's say that each server has an eth0 and eth1, and that the master node has two additional bridged address (ie. eth0:shared-ip1, eth1:shared-ip2) - The slave nodes will try to connect to eth0:shared-ip1:20001 and eth1:shared-ip2:20001 that are hosted on the master - The master node will also try to connect to these as well, while listening on port 20001 - Not running in a chroot and am running stunnel as stunnel4 user - I have created a working solution using 4 services in the stunnel config and using hard-coded destinations in the iptables rules and the stunnel config. I want to create something more dynamic and versatile. I am trying to insert a stunnel instance between my server application that attempts to connect to its twin on another server, using the bridging addresses. I am trying to avoid hard-coding destination IP addresses in my stunnel configuration file and the iptables rules. I also don't want to have separate rules for each interface. For example, from server A's perspective (i.e. the master node), the desirable sequence of events are: - Attempt to connect to port 20001 using the bridge addresses as destinations (in this case, they would be local interfaces). - Intercept the requests to port 20001 on server A and divert them to port 40000 for encryption (i.e. the local stunnel instance). - Send unencrypted data from stunnel directly to local 20001. At the same time, server B is doing the same, except that the bridge addresses reside on server A and are not local. So, server A would also need to do this: - Intercept external request for port 20001 and send it to stunnel port 40000 for encryption - Send decrypted packets to local port 20001 This same type of sequence would also be happening My stunnel configuration looks like this: fips=yes pid=/var/run/stunnel4/testsrv.pid debug=7 output=/var/log/stunnel4/testsrv.log sslVersion = TLSv1.2 key = <private-key-location> cert = <cert-location> CAfile = <ca-file-location> ciphers = ECDHE-RSA-AES256-GCM-SHA384:ECDHE-ECDSA-AES256-GCM-SHA384:ECDHE-RSA-AES256-SHA384:ECDHE-ECDSA-AES256-SHA384:DHE-DSS-AES256-GCM-SHA384:DHE-RSA-AES256-GCM-SHA384:DHE-RSA-AES256-SHA256:DHE-DSS-AES256-SHA256:ECDH-RSA-AES256-GCM-SHA384:ECDH-ECDSA-AES256-GCM-SHA384:ECDH-RSA-AES256-SHA384:ECDH-ECDSA-AES256-SHA384:AES256-GCM-SHA384:AES256-SHA256:ECDHE-RSA-AES128-GCM-SHA256:ECDHE-ECDSA-AES128-GCM-SHA256:ECDHE-RSA-AES128-SHA256:ECDHE-ECDSA-AES128-SHA256:DHE-DSS-AES128-GCM-SHA256:DHE-RSA-AES128-GCM-SHA256:DHE-RSA-AES128-SHA256:DHE-DSS-AES128-SHA256:ECDH-RSA-AES128-GCM-SHA256:ECDH-ECDSA-AES128-GCM-SHA256:ECDH-RSA-AES128-SHA256:ECDH-ECDSA-AES128-SHA256:AES128-GCM-SHA256:AES128-SHA256 [test-srv] client=yes accept=40000 transparent=destination My iptables rules, base on what I read in the man page, are this: STUNNEL_UID=$(id -u stunnel4) # Redirect any incoming requests to port 20001 iptables -t nat -A PREROUTING -p tcp --dport 20001 ! -i lo -j DNAT --to-destination 127.0.0.1:40000 iptables -A INPUT -p tcp --dport 40000 -j ACCEPT # Redirect any outgoing locally generated requests for 20001 to stunnel port 40000 iptables -t nat -A OUTPUT -p tcp --dport 20001 -m owner ! --uid-owner $STUNNEL_UID -j DNAT --to-destination 127.0.0.1:40000 # Redirect the output of stunnel to the local 20001 port iptables -t nat -A OUTPUT -p tcp --dport 20001 -m owner --uid-owner $STUNNEL_UID -j REDIRECT --to-ports 20001 iptables -t nat -A INPUT -p tcp -d 127.0.0.1 --dport 20001 -j ACCEPT These rules are not completely adequate. For now, I'm just trying to get server A's connection to port 20001 working without having to worry about incoming from server B. When I do this and start stunnel and my process, server A's stuff appears to loop endlessly. I think this is happening because the packets that come out of stunnel, due to the transparency configuration, look exactly the same as the original. If I log stuff using iptables, I see repeat entries like this: nat-OUTPUT: IN= OUT=lo SRC=150.150.242.26 DST=150.150.242.27 LEN=60 TOS=0x00 PREC=0x00 TTL=64 ID=30541 DF PROTO=TCP SPT=50101 DPT=20001 WINDOW=43690 RES=0x00 SYN URGP=0 filter-OUTPUT: IN= OUT=lo SRC=150.150.242.26 DST=127.0.0.1 LEN=60 TOS=0x00 PREC=0x00 TTL=64 ID=30541 DF PROTO=TCP SPT=50101 DPT=40000 WINDOW=43690 RES=0x00 SYN URGP=0 nat-POSTROUTING: IN= OUT=lo SRC=150.150.242.26 DST=127.0.0.1 LEN=60 TOS=0x00 PREC=0x00 TTL=64 ID=30541 DF PROTO=TCP SPT=50101 DPT=40000 WINDOW=43690 RES=0x00 SYN URGP=0 filter-INPUT: IN=lo OUT= MAC=00:00:00:00:00:00:00:00:00:00:00:00:08:00 SRC=150.150.242.26 DST=127.0.0.1 LEN=60 TOS=0x00 PREC=0x00 TTL=64 ID=30541 DF PROTO=TCP SPT=50101 DPT=40000 WINDOW=43690 RES=0x00 SYN URGP=0 filter-OUTPUT: IN= OUT=lo SRC=150.150.242.26 DST=127.0.0.1 LEN=52 TOS=0x00 PREC=0x00 TTL=64 ID=30542 DF PROTO=TCP SPT=50101 DPT=40000 WINDOW=342 RES=0x00 ACK URGP=0 filter-INPUT: IN=lo OUT= MAC=00:00:00:00:00:00:00:00:00:00:00:00:08:00 SRC=150.150.242.26 DST=127.0.0.1 LEN=52 TOS=0x00 PREC=0x00 TTL=64 ID=30542 DF PROTO=TCP SPT=50101 DPT=40000 WINDOW=342 RES=0x00 ACK URGP=0 nat-OUTPUT: IN= OUT=lo SRC=150.150.242.26 DST=150.150.242.27 LEN=60 TOS=0x00 PREC=0x00 TTL=64 ID=48827 DF PROTO=TCP SPT=50102 DPT=20001 WINDOW=43690 RES=0x00 SYN URGP=0 filter-OUTPUT: IN= OUT=lo SRC=150.150.242.26 DST=127.0.0.1 LEN=60 TOS=0x00 PREC=0x00 TTL=64 ID=48827 DF PROTO=TCP SPT=50102 DPT=40000 WINDOW=43690 RES=0x00 SYN URGP=0 nat-POSTROUTING: IN= OUT=lo SRC=150.150.242.26 DST=127.0.0.1 LEN=60 TOS=0x00 PREC=0x00 TTL=64 ID=48827 DF PROTO=TCP SPT=50102 DPT=40000 WINDOW=43690 RES=0x00 SYN URGP=0 filter-INPUT: IN=lo OUT= MAC=00:00:00:00:00:00:00:00:00:00:00:00:08:00 SRC=150.150.242.26 DST=127.0.0.1 LEN=60 TOS=0x00 PREC=0x00 TTL=64 ID=48827 DF PROTO=TCP SPT=50102 DPT=40000 WINDOW=43690 RES=0x00 SYN URGP=0 filter-OUTPUT: IN= OUT=lo SRC=150.150.242.26 DST=127.0.0.1 LEN=52 TOS=0x00 PREC=0x00 TTL=64 ID=48828 DF PROTO=TCP SPT=50102 DPT=40000 WINDOW=342 RES=0x00 ACK URGP=0 filter-INPUT: IN=lo OUT= MAC=00:00:00:00:00:00:00:00:00:00:00:00:08:00 SRC=150.150.242.26 DST=127.0.0.1 LEN=52 TOS=0x00 PREC=0x00 TTL=64 ID=48828 DF PROTO=TCP SPT=50102 DPT=40000 WINDOW=342 RES=0x00 ACK URGP=0 filter-OUTPUT: IN= OUT=lo SRC=150.150.242.26 DST=127.0.0.1 LEN=269 TOS=0x00 PREC=0x00 TTL=64 ID=48829 DF PROTO=TCP SPT=50102 DPT=40000 WINDOW=342 RES=0x00 ACK PSH URGP=0 filter-INPUT: IN=lo OUT= MAC=00:00:00:00:00:00:00:00:00:00:00:00:08:00 SRC=150.150.242.26 DST=127.0.0.1 LEN=269 TOS=0x00 PREC=0x00 TTL=64 ID=48829 DF PROTO=TCP SPT=50102 DPT=40000 WINDOW=342 RES=0x00 ACK PSH URGP=0 ... As can be seen, line 1 and line 7 are virtually identical. In the stunnel log, I can see that stunnel is receiving multiple requests for port 20001 in rapid succession but is not actually receiving any reply from the final destination. So, if anyone has any ideas, tweaks or suggestions for how to solve this problem or where I am going wrong, I would appreciate it. I can use a static configuration with hard-coded destination IP's but if there is an alternative, I would like to know. I have tried for several days to figure this out and have searched Google extensively, including stunnel-users postings, to figure out how to do this without success. Thanks, Rodney Lott

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setgroups: notowner (1)
by Jones, Russell - NONEMP 08 Dec '16

08 Dec '16

I am working on a project where we are migrating to a new datacenter. The new datacenter will not allow compilers on their servers, so I am unable to do a new stunnel build on the new server. I am attempting to move the stunnel install/executables from the old server to the new one. I got past several errors for libraries not found, but now I am stuck. stunnel process will not start, and gets several messages "setgoups: Not owner (1)" I am not sure what I need to do with permissions, ownership, etc to make this work. log attached Thanks for your help, Russell J. This electronic message transmission contains information from CSRA that may be attorney-client privileged, proprietary or confidential. The information in this message is intended only for use by the individual(s) to whom it is addressed. If you believe you have received this message in error, please contact me immediately and be aware that any use, disclosure, copying or distribution of the contents of this message is strictly prohibited. NOTE: Regardless of content, this email shall not operate to bind CSRA to any order or other contract unless pursuant to explicit written agreement or government initiative expressly permitting the use of email for such purpose.

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Stunnel in inetd mode and PID in logs
by Bruce Guenter 02 Dec '16

02 Dec '16

Hi. I am running stunnel in inetd mode (under tcpserver). Prior to version 5.12 (as far as I can tell), the logs output by stunnel would include the tag LOG#[PID]. As of version 5.12, the logs now say LOG#[main] (and later LOG#[ui]). Is there any way to get the PID back in the logs? I have tried all different choices for the logId configuration option, and it doesn't seem to make a difference there. Thanks. -- Bruce Guenter <bruce(a)untroubled.org> http://untroubled.org/

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