stunnel-users July 2007

8 participants
9 discussions

stunnel hanging during negotation with an smtp server
by Jason J. Corso 31 Jul '07

31 Jul '07

Please help: I'm trying to use stunnel to connect to a secure SMTP server -- I'm using MS Entourage 2004 on an Intel 10.4 Mac. Entourage cannot connect directly to the SMTP server over SSL because it no longer supports NTLM version 1 authentication, which the SMTP server uses. I believe stunnel can be used to workaround this problem (if I'm wrong, please say so), i.e., Entourage can connect locally to stunnel which will then connect to the remote server over SSL properly. I built and installed stunnel version 4.04-12 via Fink (compiled from source via Fink) and OpenSSL 0.9.7i-4 also via Fink. I have the following configuration file: ------ # Comment it out on Win32 cert = /sw/etc/stunnel/stunnel.pem chroot = /sw/var/run/stunnel/ # PID is created inside chroot jail pid = /stunnel.pid setuid = nobody setgid = nogroup # Some debugging stuff debug = 7 output = /dev/stdout foreground = yes [ssmtp] accept = 127.0.0.1:25 connect = xxxxxx:465 protocol = smtp ------- However, when I try to send a mail, it appears to hang while negotiating with the remote server. Here is the output: 2007.07.31 15:41:19 LOG5[5511:2684407808]: stunnel 4.04 on i386-apple-darwin8.10.1 PTHREAD+LIBWRAP with OpenSSL 0.9.7i 14 Oct 2005 2007.07.31 15:41:19 LOG7[5511:2684407808]: Snagged 64 random bytes from xxx/.rnd 2007.07.31 15:41:19 LOG7[5511:2684407808]: Wrote 1024 new random bytes to xxx/.rnd 2007.07.31 15:41:19 LOG7[5511:2684407808]: RAND_status claims sufficient entropy for the PRNG 2007.07.31 15:41:19 LOG6[5511:2684407808]: PRNG seeded successfully 2007.07.31 15:41:19 LOG7[5511:2684407808]: Certificate: /sw/etc/stunnel/stunnel.pem 2007.07.31 15:41:19 LOG7[5511:2684407808]: Key file: /sw/etc/stunnel/stunnel.pem 2007.07.31 15:41:19 LOG5[5511:2684407808]: FD_SETSIZE=1024, file ulimit=256 -> 125 clients allowed 2007.07.31 15:41:19 LOG7[5511:2684407808]: FD 6 in non-blocking mode 2007.07.31 15:41:19 LOG7[5511:2684407808]: SO_REUSEADDR option set on accept socket 2007.07.31 15:41:19 LOG7[5511:2684407808]: ssmtp bound to 127.0.0.1:25 2007.07.31 15:41:19 LOG7[5511:2684407808]: FD 7 in non-blocking mode 2007.07.31 15:41:19 LOG7[5511:2684407808]: FD 8 in non-blocking mode 2007.07.31 15:41:19 LOG7[5511:2684407808]: Created pid file /stunnel.pid 2007.07.31 15:41:25 LOG7[5511:2684407808]: ssmtp accepted FD=9 from 127.0.0.1:50091 2007.07.31 15:41:25 LOG7[5511:2684407808]: FD 9 in non-blocking mode 2007.07.31 15:41:25 LOG7[5511:25183744]: ssmtp started 2007.07.31 15:41:25 LOG5[5511:25183744]: ssmtp connected from 127.0.0.1:50091 2007.07.31 15:41:25 LOG7[5511:25183744]: FD 10 in non-blocking mode 2007.07.31 15:41:25 LOG7[5511:25183744]: ssmtp connecting xxx.xxx.xxx.xxx:465 2007.07.31 15:41:25 LOG7[5511:25183744]: remote connect #1: EINPROGRESS: retrying 2007.07.31 15:41:25 LOG7[5511:25183744]: waitforsocket: FD=10, DIR=write 2007.07.31 15:41:25 LOG7[5511:25183744]: waitforsocket: ok 2007.07.31 15:41:25 LOG7[5511:25183744]: Remote FD=10 initialized 2007.07.31 15:41:25 LOG7[5511:25183744]: Negotiations for smtp(server side) started 2007.07.31 15:41:25 LOG7[5511:25183744]: RFC 2487 detected 2007.07.31 15:41:25 LOG7[5511:25183744]: waitforsocket: FD=10, DIR=read ********* HANGS HERE *********** ...and I have to kill it. I am very new to stunnel and openssl. So, I may be making a simple mistake. But, I could not find the solution on the mailing list or the web. What am I doing wrong? To be clear, the server is using SSL for SMTP. I am able to send mail directly via the smtp server from other mail clients like Thunderbird. Thanks. Any help is much appreciated. Jason

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Re: [stunnel-users] Stunnel Scalability Question
by Ankur Upadhyaya 30 Jul '07

30 Jul '07

Hi Michal, Thank you for your help with this. My stunnel -version output can be found below. Ankur stunnel 4.20 on i686-pc-linux-gnu with OpenSSL 0.9.8b 04 May 2006 Threading:PTHREAD SSL:ENGINE Sockets:POLL,IPv4 Global options debug = 5 pid = /usr/local/var/run/stunnel/stunnel.pid RNDbytes = 64 RNDfile = /dev/urandom RNDoverwrite = yes Service-level options cert = /usr/local/etc/stunnel/stunnel.pem ciphers = ALL:!ADH:+RC4:@STRENGTH key = /usr/local/etc/stunnel/stunnel.pem session = 300 seconds sslVersion = SSLv3 for client, all for server TIMEOUTbusy = 300 seconds TIMEOUTclose = 60 seconds TIMEOUTconnect = 10 seconds TIMEOUTidle = 43200 seconds verify = none

2 1

Stunnel on Freebsd not running
by The Volo 30 Jul '07

30 Jul '07

i recently installed the latest stable version 4.20 on a shell running freebsd, i dont have root i had to install it on my account. Compile was successfull, i renamed the default stunnel.conf.. and edited it, i am running stunnel as a client and added this line at the end of stunnel.conf: [eggdrop] accept = 127.0.0.1:12345 connect = irc.efnet.net:6667 when i run stunnel it doesnt do nothing besides sending me to a new bash command line.. [volo@partyline (~/)]$ /home/volo/stunnel/sbin/stunnel /home/volo/stunnel/etc/stunnel/stunnel.conf [volo@partyline (~/)]$ I type ps -x to see if stunnel is running but i dont see it on the list and no pid file exist either. Any ideas on how i can fix this ? i dont see what i am doing wrong trying to run stunnel.. Trying to run stunnel to connect to irc and my eggdrop to connect to stunnel access ip:port thanks

2 1

Automatically Stopping Stunnel
by Brian Mander 19 Jul '07

19 Jul '07

We have stunnel configured to accept connections on a port from an outside company and forward it to a port where we have a tcplistener set up. The problem is that if our tcplistener goes down the company sending us info does not have their software configured to know if we get their info or not. Is there a way to stop allowing connections or shut stunnel down if it can not connect to the port. I hope this is enough information. Brian Mander Programmer Analyst II Omni Hotels (402) 952-6564 bmander(a)omnihotels.com <mailto:[email protected]> Learn more about Omni Hotels sensational summer vacation packages <http://www.omnihotels.com/exclusiveoffers/summer07.aspx> ideal for exploring great destinations with family and friends.

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Stunnel Scalability Question
by Ankur Upadhyaya 18 Jul '07

18 Jul '07

Hi, I have an application with the following characteristics and am trying to determine if Stunnel would be a suitable option for securing my transmissions (in particular, will it scale): - Each of my clients is connected to the Internet via a 56Kbps modem. My server has whatever bandwidth it needs. - Each client "transaction" consists of (a) connecting to a central server using a TCP/IP-based protocol, (b) uploading a 512KB block of data and (c) disconnecting. - Our server needs to be able to handle 2000 concurrent clients under peak loads. - Under the peak load above, I would like to limit the time a client takes to perform a "transaction" to around five minutes or so (uploading 512KB at (56Kbps / 2) = 28Kbps should take ~2.5 minutes). My questions are: (1) Do I have any reason to believe that Stunnel will simply not be able to scale to handle the load described above (i.e. a steady load of 2000 concurrent clients connecting, uploading half a megabyte of data and disconnecting)? (2) If Stunnel can handle this - do you have any thoughts on what sort of machine (or machines) I should be running my server-side Stunnel daemon(s) on? I am particularly concerned about CPU usage. I apologize in advance for any overlap between this query and past threads in the archive/information on the website - I wanted to make sure that I ran the specific requirements above past somebody with experience using Stunnel. Thanks, Ankur

1 0

bind error
by ictforever 07 Jul '07

07 Jul '07

Hi,I use stunnel 4.20 with syslog-ng 2.0,os is centos 5.0.but there are bind errors: ........................... 2007.06.22 05:56:36 LOG7[2898:3086632640]: SO_REUSEADDR option set on accept socket 2007.06.22 05:56:36 LOG3[2898:3086632640]: Error binding 5141 to 192.168.0.1:5141 2007.06.22 05:56:36 LOG3[2898:3086632640]: bind: Cannot assign requested address (99) The stunnel conf : ............................ cert = /usr/local/stunnel/etc/stunnel/syslog-ng-server.pem CAfile = /usr/local/stunnel/etc/stunnel/syslog-ng-client.pem [5141] accept = 192.168.0.1:5141 connect = 127.0.0.1:514 How to correct it?Any suggestion and advice are appreciated. Thanks. Regards.

3 2

stunnel on windows 2003
by John M. Andre 06 Jul '07

06 Jul '07

I've looked around the site, through the help file, and through the archives but I still can't find the answer to my question. I hope someone on this list can give me some insight. I am new to SSL but I have a brand new server and I'm trying to set it up to use stunnel to secure communications over POP, IMAP, SMTP, etc. However, as I look through the documentation, it is clearly written for unix admins. Is there anything that will guide someone how to setup stunnel on windows? Ideally a step-by-step but anything would be nice. Thanks, John

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Out-of-band data
by Richard's Hotmail 04 Jul '07

04 Jul '07

Hi, In the Stunnel FAQ (see snippet below) it says that STUNNEL does not support OOB processing (except if OOB is set to in-line); can someone please tell me if this restriction is still in place? Does OpenSSL not support the sending and receiving of the OOB character? Some other restriction? Cheers Richard Maher Can I use stunnel to protect [insert random protocol here]? Stunnel should be able to secure any random protocol as long as the protocol satisfies the following requirements: 1.. The protocol is TCP, not UDP. 2.. The protocol doesn't use multiple connections, like ftp. 3.. The protocol doesn't depend on Out Of Band (OOB) data, 4.. Remote site can't use an application-specific protocol, like ssltelnet, where SSL is a negotiated option, save for those protocols already supported by the -n argument to Stunnel.

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HTTPS Connect patches for 4.20
by Gym Crazy 02 Jul '07

02 Jul '07

Hi Folks Wonder if you can help me. A predecessor of mine set up stunnel version 4.05 on OpenBSD 3.8. He didn't leave much documentation unfortunately. He also used a patch and re-compiled it. That patch was connect-proxy.mwald.patch. We are getting some performance issues and want to of course move to the latest stable stunnel release 4.20, before asking for any help but we are in a bit of a bind. We are firstly not sure if there is an updated connect-proxy.mwald.patch that works well with stunnel 4.20 (I have searched and searched but can't seem to find any). Or else if there is a patch that performs the same type of function as connect-proxy.mwald.patch but that is stable to use with stunnel 4.20. Any help would be greatly appreciated :-D Regards Paul H ____________________________________________________________________________________ Luggage? GPS? Comic books? Check out fitting gifts for grads at Yahoo! Search http://search.yahoo.com/search?fr=oni_on_mail&p=graduation+gifts&cs=bz

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stunnel-users July 2007