

Pressing R in the client session instructs openssl to renegotiate the TLS connection.(I don't believe this is a duplicate of any other TLS-related question, like the authoritative question about SQL Compatibility with TLS or its many duplicates, or questions about specific TLS-related issues you might encounter with SQL CLRs or Classic ASP or SSRS or whatever. Note: if you connected with openssl instead of telnet, you have to make sure to type the rcpt to command in lowercase.


You should receive a confirmation ( 250 Ok) at the end that the message was accepted. Here’s how that looks if you put it all together: MAIL FROM: Once we are ready to send our message, we end with a single dot (. I also recommend to always include the From: header again in the DATA command. Both the subject header and body are passed via the DATA command. We follow that up by the recipient’s address and finally the message subject and body. You must always start with the MAIL FROM command, as this tells the SMTP server that a new mail transaction is started. Now we get the good stuff! We need at least these details to be able to send an e-mail: The entire conversation will look like this:Ģ35 Authentication successful Send an e-mail You will be prompted for the username first, then the password.
