On Wed, 08 Apr 2015 14:33:39 -0700, Kevin Chadwick <[email protected]> wrote:
Also, whether this hangs

/usr/bin/openssl s_client -connect mx5.demon.co.uk:25 -starttls smtp
-CAfile /etc/ssl/cert.pem

I ran the command above on an OpenBSD 5.6-release host and it stopped responding at the "250 8BITMIME" line at the bottom.

When I hit the enter key I got "500 5.5.2 Error: bad syntax"

$ openssl s_client -connect mx5.demon.co.uk:25 -starttls smtp
CONNECTED(00000003)
depth=2 C = UK, O = Vodafone Group, CN = Vodafone (Corporate Domain 2009)
verify error:num=20:unable to get local issuer certificate
verify return:0
---
Certificate chain
 0 s:/C=GB/ST=London/L=London/O=Vodafone/OU=Vodafone/CN=smtp.demon.co.uk
   i:/C=UK/O=Vodafone Group/CN=Vodafone (Corporate Services 2009)
 1 s:/C=UK/O=Vodafone Group/CN=Vodafone (Corporate Services 2009)
   i:/C=UK/O=Vodafone Group/CN=Vodafone (Corporate Domain 2009)
 2 s:/C=UK/O=Vodafone Group/CN=Vodafone (Corporate Domain 2009)
   i:/C=IE/O=Baltimore/OU=CyberTrust/CN=Baltimore CyberTrust Root
---
Server certificate
-----BEGIN CERTIFICATE-----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-----END CERTIFICATE-----
subject=/C=GB/ST=London/L=London/O=Vodafone/OU=Vodafone/CN=smtp.demon.co.uk
issuer=/C=UK/O=Vodafone Group/CN=Vodafone (Corporate Services 2009)
---
No client certificate CA names sent
---
SSL handshake has read 4476 bytes and written 553 bytes
---
New, TLSv1/SSLv3, Cipher is DHE-RSA-AES256-SHA
Server public key is 2048 bit
Secure Renegotiation IS NOT supported
Compression: NONE
Expansion: NONE
No ALPN negotiated
SSL-Session:
    Protocol  : TLSv1
    Cipher    : DHE-RSA-AES256-SHA
Session-ID: 956FB82D04A849ABE43B1C30436A904708746C6848BC65356E8164B589C8A5F6
    Session-ID-ctx:
Master-Key: 324BA1D49B0F596434499EE7705869E763C3B3A61ED29F4C2134027A14A4C4138347F9DD4363B3A0BC73588EE541982A
    Start Time: 1428548036
    Timeout   : 300 (sec)
    Verify return code: 20 (unable to get local issuer certificate)
---
250 8BITMIME


500 5.5.2 Error: bad syntax

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