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From: Claus =?iso-8859-1?Q?A=DFmann?= <INVALID_NO_CC_REMOVE_IF_YOU_DO_NOT_POST_ml+sendmail(-no-copies-please)@esmtp.org>
Newsgroups: comp.mail.sendmail
Subject: Re: STS causes mail to be deferred
Date: Sat, 28 Dec 2024 01:08:46 -0500 (EST)
Organization: MGT Consulting
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Marco Moock  wrote:

> Dec 26 21:39:18 srv1 sendmail[394144]: STARTTLS=client,
> relay=microsoft-com.mail.protection.outlook.com., version=TLSv1.3,
> verify=FAIL, cipher=TLS_AES_256_GCM_SHA384, bits=256/256
  ^^^^^^^^^^^

> to=<itex-rua@microsoft.com>, delay=13:11:09, xdelay=00:00:03,
> mailer=esmtp, pri=7501890, relay=microsoft-com.mail...ction.outlook.com.
> [IPv6:2a01:111:f403:f905:0:0:0:0], dsn=2.6.0, stat=Sent

> This happened after I disabled sts.

and if you enable STS mail cannot be sent because the server cert
cannot be verified.
sendmail works as it should.

Now you need to fix your CACert* settings -- check what openssl
uses in case it is able to verify the server.

BTW: doesn't M$ support DANE by now?