Error: Start SSL negotiation command failed

[L. Michael Asher]

I am using the OpenSSL dlls libeay32 and ssleay32 to send SMTP email using TLS.  My code works fine on most machines, but on one particular computer, it fails with the error:

 

"Start SSL negotiation command failed"

 

Whenever I try to connect to the mail server.   This machine is a Windows 7 32 bit install.  Can anyone shed some light on what might cause this, or how I can best debug the problem?

 

Thanks,

 

[L. Michael Asher]

Sorry, I meant to say that appears to be an error generated by the parent library whenever the SMTP server says it doesn't accept TLS (or won't on that specific port at least).  It may be that the OpenSSL libs are not even being loaded at the point the error is appearing.

[Victor Duchovni]

On many Windows systems, Anti-Virus software wants to inspect port 25
traffic and modifies TCP traffic to reject "STARTTLS".

This is likely not an OpenSSL issue. You should look at the TCP traffic
seen on the wire and likely observe that no TLS handshake was attempted.

--
Viktor.
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