Test SMTP TLS with OpenSSL with Auth

On a linux box type these two commands

The command will return with the username and password in base64 format.
Example:

So now you need to telnet with OpenSSL to the mailserver:

After you have connection, you need to present yourself
Example:

Some mailserver, do check if the ehlo is you corrert PTR record, for the IP address you are coming from, but most do not.

The mail server will return with:
250 mailserver.kennethdalbjerg.dk Hello dell1 [10.10.10.10]

You will now try to authenticated you self, if you don’t need to AUTH, please go to last code example in this blog.

And the mailserver will return with:
VXNlcm5hbWU6

Here you type you username in base64 format

And the mailserver will return with:
UGFzc3dvcmQ6

Please now type you password in base64 format

The server should now return with:
235 2.7.0 Authentication successful

After this you type normal email request to send an email
Example: (You should not type the line starting with a >, it are what the mailserver return to you.

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