Have worked on this all day without any glimmer of hope and would appreciate help and feedback!

Regards,

KAM

# Description of your problem. What programs are on which machines, and how are they attempting to communicate. What connections are you attempting to secure in SSL.

I am having problems with the regeneration of stunnel on an old but fairly reliable machine. I am switching from v3 to v4 and it works absolutely perfectly ONCE. The second time it just hangs.

# What version of Stunnel you're using - remember, Stunnel 4.x doesn't take Stunnel 3.x command line options!

4.x

# The list of parameters you are using for stunnel, and if you are running it standalone or from inetd/xinetd.

I am running it in standalone. My conf file is:

cert = /usr/local/ssl/certs/stunnel.pem

key = /usr/local/ssl/certs/stunnel.pem

chroot = /usr/local/var/stunnel/

setuid = nobody

setgid = nobody

pid = /stunnel.pid

socket = l:TCP_NODELAY=1

socket = r:TCP_NODELAY=1

debug = 7

output = stunnel.log

[ssmtp]

accept = 465

connect = 10.10.10.30:25

# Output of "stunnel -f -D 7 <your-parameters>".

Not sure this works on v4.X but here are the logs from the connection:

2005.11.18 19:17:56 LOG7[13166:1024]: ssmtp accepted FD=7 from 66.149.103.32:3542

2005.11.18 19:17:56 LOG7[13171:1026]: ssmtp started

2005.11.18 19:17:56 LOG7[13171:1026]: FD 7 in non-blocking mode

2005.11.18 19:17:56 LOG7[13171:1026]: TCP_NODELAY option set on local socket

2005.11.18 19:17:56 LOG7[13171:1026]: FD 10 in non-blocking mode

2005.11.18 19:17:56 LOG7[13171:1026]: FD 11 in non-blocking mode

2005.11.18 19:17:56 LOG7[13171:1026]: Connection from 66.149.103.32:3542 permitted by libwrap

2005.11.18 19:17:56 LOG5[13171:1026]: ssmtp connected from 66.149.103.32:3542

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): before/accept initialization

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 read client hello A

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 write server hello A

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 write certificate A

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 write server done A

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 flush data

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 read client key exchange A

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 read finished A

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 write change cipher spec A

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 write finished A

2005.11.18 19:17:56 LOG7[13171:1026]: SSL state (accept): SSLv3 flush data

2005.11.18 19:17:56 LOG7[13171:1026]: 1 items in the session cache

2005.11.18 19:17:56 LOG7[13171:1026]: 0 client connects (SSL_connect())

2005.11.18 19:17:56 LOG7[13171:1026]: 0 client connects that finished

2005.11.18 19:17:56 LOG7[13171:1026]: 0 client renegotiatations requested

2005.11.18 19:17:56 LOG7[13171:1026]: 1 server connects (SSL_accept())

2005.11.18 19:17:56 LOG7[13171:1026]: 1 server connects that finished

2005.11.18 19:17:56 LOG7[13171:1026]: 0 server renegotiatiations requested

2005.11.18 19:17:56 LOG7[13171:1026]: 0 session cache hits

2005.11.18 19:17:56 LOG7[13171:1026]: 1 session cache misses

2005.11.18 19:17:56 LOG7[13171:1026]: 0 session cache timeouts

2005.11.18 19:17:56 LOG6[13171:1026]: SSL accepted: new session negotiated

2005.11.18 19:17:56 LOG6[13171:1026]: Negotiated ciphers: RC4-MD5 SSLv3 Kx=RSA Au=RSA Enc=RC4(128) Mac=MD5

2005.11.18 19:17:56 LOG7[13171:1026]: FD 10 in non-blocking mode

2005.11.18 19:17:56 LOG7[13171:1026]: ssmtp connecting 10.10.10.30:25

2005.11.18 19:17:56 LOG7[13171:1026]: connect_wait: waiting 10 seconds

2005.11.18 19:17:56 LOG7[13171:1026]: connect_wait: connected

2005.11.18 19:17:56 LOG7[13171:1026]: Remote FD=10 initialized

2005.11.18 19:17:56 LOG7[13171:1026]: TCP_NODELAY option set on remote socket

2005.11.18 19:17:58 LOG7[13171:1026]: Socket closed on read

2005.11.18 19:17:58 LOG7[13171:1026]: SSL write shutdown

2005.11.18 19:17:58 LOG7[13171:1026]: SSL alert (write): warning: close notify

2005.11.18 19:17:58 LOG7[13171:1026]: SSL_shutdown retrying

2005.11.18 19:17:58 LOG7[13171:1026]: SSL doesn't need to read or write

2005.11.18 19:17:58 LOG7[13171:1026]: SSL socket closed on SSL_read

2005.11.18 19:17:58 LOG7[13171:1026]: Socket write shutdown

2005.11.18 19:17:58 LOG5[13171:1026]: Connection closed: 827 bytes sent to SSL, 1362 bytes sent to socket

2005.11.18 19:17:58 LOG7[13171:1026]: ssmtp finished (-1 left)

There is nothing more after this point

# Output of "stunnel -V".

I think you want -version:

/usr/local/sbin/stunnel -version

stunnel 4.14 on i686-pc-linux-gnu PTHREAD+POLL+IPv4+LIBWRAP with OpenSSL 0.9.7e 25 Oct 2004

Global options

cert = /usr/local/etc/stunnel/stunnel.pem

ciphers = ALL:!ADH:+RC4:@STRENGTH

debug = 5

key = /usr/local/etc/stunnel/stunnel.pem

pid = /usr/local/var/stunnel/stunnel.pid

RNDbytes = 64

RNDfile = /dev/urandom

RNDoverwrite = yes

session = 300 seconds

verify = none

Service-level options

TIMEOUTbusy = 300 seconds

TIMEOUTclose = 60 seconds

TIMEOUTconnect = 10 seconds

TIMEOUTidle = 43200 seconds

# Output of "uname -a".

Linux <removed> 2.2.26 #8 Fri Jul 16 00:42:34 EDT 2004 i686 unknown

# Your libc version if you use Linux.

2.2.5

# Output of "gcc -v".

Reading specs from /usr/lib/gcc-lib/i386-redhat-linux/egcs-2.91.66/specs

gcc version egcs-2.91.66 19990314/Linux (egcs-1.1.2 release)

# Output of "openssl version" or "ssleay version" depending on your library. Subscribe to stunnel-users.

OpenSSL 0.9.7e 25 Oct 2004