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To: freebsd-questions@freebsd.org
From: Christian Weisgerber <naddy@mips.inka.de>
Newsgroups: list.freebsd.questions
Subject: Re: Sendmail submission as client
Date: Sat, 6 Feb 2016 16:41:29 +0000 (UTC)
Message-ID: <slrnnbc8hp.edl.naddy@lorvorc.mips.inka.de>
References: <CAGZBXN-fAeWKtu5KxPGpOWZ+iEw25B6cbVD9Oc3Bni7psHSpbg@mail.gmail.com>
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On 2016-02-05, Alberto Mijares <amijaresp@gmail.com> wrote:

> However, when sending mail, the server relay.domain.tld says:
> 530 5.5.1 Invalid command: Must issue an AUTH command first
> So, Sendmail is not sending credentials, is not honoring authinfo feature.

Sendmail as shipped with FreeBSD does not support SMTP AUTH.
You need a version compiled with SASL support.

I ran into the same problem, see
http://docs.freebsd.org/cgi/mid.cgi?slrnmp0mna.rg3.naddy
http://docs.freebsd.org/cgi/mid.cgi?slrnmp5pq1.2rfv.naddy

-- 
Christian "naddy" Weisgerber                          naddy@mips.inka.de