Hi Rob,

You appear to be extrapolating; the only case I know of blackholed emails are 
by Outlook.com, when the sending reputation is really bad. Other ISPs usually 
reject the message explicitely. Hence my question about the open rate: maybe 
it's not globally low on Outlook.com, meaning this issue doesn't happen for all 
or many recipients, but only on this testing account where the user can't find 
the email despite the 250 reply. It's very basic support procedure, when 
someone is asking for help, to make sure we all have the same level of 
information.

What might be happening is that Microsoft considers this IP address has a very 
bad reputation, resulting in blackholed emails, even if there's no visible data 
(or at all) to back that up. We had IPs flagged as "blocked" despite not 
sending any traffic, so the behavior sounds similar.

--
Benjamin

From: Rob McEwen <r...@invaluement.com>
Sent: vendredi 29 mars 2019 17:02
To: Benjamin BILLON <bbil...@splio.com>; Ricardo Signes 
<r...@fastmailteam.com>; mailop@mailop.org
Subject: Re: [mailop] mail to Outlook accepted, then vanishing

On 3/29/2019 11:42 AM, Benjamin BILLON wrote:
Yeah, an extremely bad reputation can do that at Outlook.com. Are the open 
rates really low for emails sent from this or those IPs?

Benjamin,

the outlook/hotmail side of Microsoft has been out-of-control this past year, 
and if everyone else applied to them the same draconian standards that they 
sometimes apply to so many others - ALL of outlook/hotmail's sending-IPs  would 
start getting blocked EVERYWHERE! The truth is - everyone leaks a little spam 
on occasions due to things like compromised accounts. But the problem here is 
that outlook/hotmail's responses to things like that have been very 
bizarre/draconian, where they have little consideration for collateral damage, 
and where they sometimes apply permanent blocks to short-term security issues 
that were ALREADY fixed. Again, imagine if the SAME standards were applied to 
outlook/hotmail's outbound email? Over the years, they have sent a MASSIVE 
amount of spam from their outbound IPs.

So please don't assume that this is FastMail's issue!

--

Rob McEwen, invaluement




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