Issues emailing Microsoft gatekeeping servers

[marcusquinn]

Anyone else get issues and unhelpful bounces like this when emailing Microsoft gatekeeping servers?

Hi. This is the Mailer program at mail.xxxx.xxx.

I'm afraid I wasn't able to deliver your message
   "Fwd: Message delivery failure notice"
to the following addresses.

This is a permanent error; I've given up. Sorry it didn't work out.

Intended Recipients: <delist@microsoft.com>
Failure Reason: Error: Some recipients failed: <delist@microsoft.com>

Original-Envelope-Id: <B9xxx270-BxxA-4877-8FBD-5A4F0B82A504@xxxx.xxx>
Reporting-MTA: dns;mail.xxxx.xxx
Arrival-Date: Sat, 20 Jan 2024 20:08:08 +0000

Final-Recipient: rfc822;delist@microsoft.com
Action: failed
Remote-MTA: microsoft-com.mail.protection.outlook.com
Diagnostic-Code: smtp;550 5.7.511 Access denied, banned sender[xx.xxx.xxx.xxx]. To request removal from this list please forward this message to delist@microsoft.com. For more information please go to  http://go.microsoft.com/fwlink/?LinkId=526653. AS(1410) [xxxx.Eop-nam06.prod.protection.outlook.com 2024-01-20T20:08:10.500Z 08DC19188D31D8A1] 
Received: (Haraka outbound); Sat, 20 Jan 2024 20:08:08 +0000
Authentication-Results: mail.xxxx.xxx;
	auth=pass (plain)
From: Marcus Quinn <marcus@xxxx.xxx>
Content-Type: multipart/alternative;
	boundary="Apple-Mail=_xxxx"
Mime-Version: 1.0 (Mac OS X Mail 16.0 \(3731.700.6\))
Subject: Fwd: Message delivery failure notice
Message-Id: <B9C0B270-xxxx-4877-xxxx-5A4F0B82xxxx@xxxx.xxx>
References: <2488C1EC-xxxx-40D1-A5B2-F35A57xxxx@mail.xxxx.xxx>
To: delist@microsoft.com
Date: Sat, 20 Jan 2024 20:08:07 +0000
X-Mailer: Apple Mail (2.3731.700.6)
DKIM-Signature: v=1; a=rsa-sha256; c=relaxed/simple;
	d=brandlight.org; s=cloudron;
	h=from:subject:date:message-id:to:mime-version;
	bh=xxxx;
	b=xxxx
	xxxx

(xxxx = redacted, in case there's anything abusable in this)

Forwarding to delist@microsoft.com also then bounces. F'in useful!

Scoring 10/10 on mail-tester.com, an no issue emailing any other servers.

[jdaviescoates]

I haven't had that exact issue, but yeah I've tried everything myself before when having issues emailing M$ servers and never got anywhere myself.

When I complain to my host (in those cases it was NetCup - I've actually not had this issue since moving to a Dedicated Server at Hetzner) and getting them to contact on my behalf it seems to work though.

[marcusquinn]

@jdaviescoates Not a bad idea to try. This is a Hetzner server. Damn annoying waste of time.

They know exactly what they are doing in trying to capture as much of global email traffic as possible to police. Biggest scam on the planet is tech capture, and sadly most of the planet fall for it, too.

[swheeler78]

We use Postmark (postmarkapp.com) on all of our cloudron servers. They're a email relay service. We haven't had any issues emailing to Microsoft since using them.