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Date:      Sun, 28 Feb 2021 17:36:57 -0700
From:      "Russell L. Carter" <rcarter@pinyon.org>
To:        freebsd-questions@freebsd.org
Subject:   Re: Somewhat OT: Mail Relay Services
Message-ID:  <0f796363-6444-596e-d3c6-6eaf341f9298@pinyon.org>
In-Reply-To: <c15c5ab9-bdff-ddfa-7654-76c21e15159a@tundraware.com>
References:  <877d08ef-d533-69f6-4c44-f2cbbe39ba31@tundraware.com> <000001d70dff$23f1cdf0$6bd569d0$@gsicomp.on.ca> <f3274507-5b85-e8f0-2a4d-aa7328209f1c@tundraware.com> <c15c5ab9-bdff-ddfa-7654-76c21e15159a@tundraware.com>

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On 2/28/21 5:19 PM, Tim Daneliuk via freebsd-questions wrote:
> On 2/28/21 3:01 PM, Tim Daneliuk wrote:
>> On 2/28/21 12:25 PM, matt@gsicomp.on.ca wrote:
>>> Like anything to do with email, it's not entirely as simple as it sounds.
>>> DuoCircle requires per-domain setup via their UI ("permitted senders"), plus
>>> you need to set up SPF and DKIM keys for each domain.
>>> This was a hard slog for 100+ domains but has been entirely worth the
>>> initial effort and ongoing cost to avoid mail delivery complaints from
>>> customers that are entirely beyond my control.
>>
>> Thanks Matt (and everynone else who had suggestions) -
>>
>> This seems to work just fine, as evidenced by the headers in this
>> very email.
>>
> 
> The only other thing I have found that I do not like is that DuoCircle
> appears to  keep a copy of every email sent including the body content
> in their logs.

Oh dear, there's always a catch.  This wouldn't be an issue if encrypted
body content was a thing but all the time that I had active pgp keys and
some savvy correspondents I got, over a few years, maybe a half dozen
encrypted bodies.

I am inclined to think of it this way:  can't trust TLS relays at all,
and they're just another relay.  At least I can send mail.  Am I being
naive?

Russell

> ----------------------------------------------------------------------------
> Tim Daneliuk     tundra@tundraware.com
> PGP Key:         http://www.tundraware.com/PGP/
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