Constant Contact sends mail. Not sure how that relates to their receiving 
practices. Have you looked into MTA-STS? It does not fulfill your desire, but 
gets you a lot closer. Log data should give you an idea of how much breakage 
you can expect with forcing TLS.


Thanks,
🐜

> On Aug 26, 2020, at 9:50 AM, Scott Mutter via mailop <mailop@mailop.org> 
> wrote:
> 
> How many mail operators out there are forcing outbound SMTP communications to 
> use TLS?  Is this a common practice now?  I know secure everything and TLS 
> everywhere is a popular movement at this moment.
> 
> I've noticed that Constant Contact (constantcontact.com 
> <http://constantcontact.com/> - at least the mail server at 205.207.104.108) 
> and yahoo.co.jp <http://yahoo.co.jp/> (67.195.204.74) don't appear to be 
> accepting STARTTLS.  Is that strange?
> 
> yahoo.com <http://yahoo.com/> appears to handle STARTTLS but yahoo.co.jp 
> <http://yahoo.co.jp/> does not.  There may be other country/region specific 
> Yahoo domains that don't.
> 
> I'm just wondering if that is common.  Perhaps the administrators of these 
> mail servers are unaware of this?  Constant Contact - whose primary purpose 
> would seem to be to insure mail delivering - not accepting STARTTLS seems 
> extremely strange.
> 
> I've been toying with the idea of forcing outbound SMTP connections to use 
> TLS, but thought I'd take a quick look and see who might miss mail if this 
> done.  It looks like most mail servers handle TLS, I haven't extended this 
> test to a lot of servers yet so it may just be that the mail servers I have 
> enacted this on are small volume senders.
> 
> I should note, forcing TLS is different from preferring TLS.  I think a lot 
> of MTAs (at least Exim, I think?) prefer TLS and will attempt to negotiate a 
> STARTTLS session, but if that fails, then it will continue without TLS.  By 
> forcing TLS, I'm telling my server to close the connection if a STARTTLS 
> session can't be started.  Are any other mail server admins doing this?  Or 
> is it still too early to require this?
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