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Beginner

Send an email over TLS from telnet or cli

I have setup an Ironport with TLS in prefered mode.  If I telnet to the device and issue starttls it returns go ahead with tls which I take as a good sign.  What I want to do it fully test it by actually sending an email via telnet over TLS.  Can anyone suggest how to achieve this.                  

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Use openSSL:

openssl s_client -starttls smtp -connect 1.2.3.4:25

Regards

Chris