Hello list,

Today I just noticed something in my maillog that I figured I should
report. The log output is sanitized.
Jan 31 13:31:23 meow smtpd[12615]: fe92e766062cfe9b smtp connected
address=<IP Address> host=mail.example.com
Jan 31 13:31:23 meow smtpd[12615]: fe92e766062cfe9b smtp tls
ciphers=TLSv1.2:ECDHE-RSA-AES256-GCM-SHA384:256
Jan 31 13:31:23 meow smtpd[12615]: fe92e766062cfe9b smtp authentication
user=u...@example.com result=ok
Jan 31 13:31:23 meow smtpd[12615]: fe92e766062cfe9b smtp message
msgid=69f7f6f7 size=1935 nrcpt=1 proto=ESMTP
Jan 31 13:31:23 meow smtpd[12615]: fe92e766062cfe9b smtp envelope
evpid=69f7f6f7bd1f34a9 from=<u...@example.com> to=<u...@gmail.com>
Jan 31 13:31:23 meow smtpd[12615]: fe92e766062cfe9b smtp disconnected
reason=quit
Jan 31 13:31:23 meow smtpd[12615]: fe92e7693154957a mta connecting
address=smtp://173.194.206.27:25 host=qj-in-f27.1e100.net
Jan 31 13:31:23 meow smtpd[12615]: fe92e7693154957a mta connected
Jan 31 13:31:23 meow smtpd[12615]: smtp-out: Error on session
fe92e7693154957a: opportunistic TLS failed, downgrading to plain
Jan 31 13:31:23 meow smtpd[12615]: fe92e7693154957a mta connecting
address=smtp+notls://173.194.206.27:25 host=qj-in-f27.1e100.net
Jan 31 13:31:23 meow smtpd[12615]: fe92e7693154957a mta connected
Jan 31 13:31:24 meow smtpd[12615]: fe92e7693154957a mta delivery
evpid=69f7f6f7bd1f34a9 from=<u...@example.com> to=<u...@gmail.com> rcpt=<->
source="<IP Address>" relay="173.194.206.27 (qj-in-f27.1e100.net)" delay=1s
result="Ok" stat="250 2.0.0 OK  1580495484 x5si6993135qki.322 - gsmtp"
Jan 31 13:31:34 meow smtpd[12615]: fe92e7693154957a mta disconnected
reason=quit messages=1

I am inclined to believe that this is gmail's screw-up because test emails
sent to Outlook, GMX, Yahoo, and AOL deliver over TLS 1.2 perfectly. I am
wondering if this is happening to others. If it isn't, I will try changing
my server's IP address. I am running OpenSMTPD 6.6.2 on OpenBSD-current.

Thanks,
Matt

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