Starttls, in both SMTP and IMAP, can be mitm'd (injection of refusal). We 
should not be using them any more.

Not for SMTP if you use MTA-STS or DANE TLSA.

In any event, in SMTP the only alternative to STARTTLS is not to use STARTTLS, which I don't think anyone would say was an improvement.

R's,
John

Paul Vixie

Feb 26, 2026 17:57:47 John R Levine <[email protected]>:

On Wed, 25 Feb 2026, Dan Wing wrote:
One approach would be take idea of 
https://datatracker.ietf.org/doc/html/rfc8314 and extend it include SMTP 
itself, which would bring QUIC along doing a happy eyeballs-like attempt at 
QUIC falling back to TLS-over-TCP falling back to TCP-port-25-STARTTLS falling 
back to TCP-port-25 plaintext, or as Martin suggested have DNS optimize those 
choices.

The problem with that is that SMTP doesn't do the TLS handshake at startup, 
only after a STARTTLS command in the TCP session.  But see next message.

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