Chris Lewis wrote:
> With both port 25 and 587 you connect to in plaintext, and can "upshift"
> to SSL via STARTTLS command (if the server is configured for it).
> 
> With port 465, the whole connection is in SSL.
> 
> Apparently the port 465 variant is deprecated in favor of 587/STARTTLS.

Yeah, I forgot to mention 587 (the SUBMISSION port).  I actually bind
all three, so I can support all comers.  Thunderbird supports any of the
above, depending on how you set the "Use secure connection" option.

> You can test port 25/587 TLS with swaks.  You apparently can't test 465
> "full SSL" with swaks.

perldoc swaks:

>        -tlsc, --tls-on-connect
>            Initiate a TLS connection immediately on connection.  Use to test
>            smtps/ssmtp servers.  If this options is specified, the default
>            port changes from 25 to 465, though this can still be overridden
>            with the -p option.

If there is /anything/ that swaks can't handle, I haven't found it yet
(though I did have to produce my own customization to support sending
multiple messages at one time).

John

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