On Fri, Mar 3, 2023 at 9:21 AM Jesse Hathaway via mailop <mailop@mailop.org>
wrote:

>
> 1. Rewrite the RFC5322.From address to be an address from the mailing
> list domain, place the original RFC5322.From address in the Reply-To
> header. Sign the message with the mailing list's DKIM key.
>
> This is what we do.

2. Preserve the original DKIM signing of the message by only adding
> additional headers, i.e. do not modify the subject or add a trailer
> message.
>
> This was never an option for us, as our users want a subject tag and
including a footer with an unsubscribe link is table stakes for a mailing
list.

Does anyone have any knowledge on which methodology is the most
> successful for ensuring delivery.
>

I can't tell you if #2 ensures better delivery, but even doing option #1
gotchas abound. Many domains, regardless of DMARC policy, do not like it if
you send them an email with an RFC5322.From containing their own domain,
for example. All messages to Outlook 365 domains need their
Froms re-written. Many Exchange servers are set to silently drop messages
unless you re-write From lines. On several occasions I have considered just
re-writing ALL From lines, regardless of DMARC policy, but that is really
not wonderful and when asked, our users were against that idea.

It's a maze of twisty little passages...

We have to keep a list of domains that require special re-writing, which is
updated by hand when people complain about deliverability issues.

Hope this helps.
Mark
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