I am using a free outlook account. In the outlook account management portal I have added an alias for my custom domain ([email protected]). With this I am able to send mails from this alias, which appear in the receivers mailbox as "outlook username" on behalf of "[email protected]".
Now I wanted to enable DKIM, SPF and DMARC for my domain. SPF alignment is not possible, since the sending domain (mailfrom) is outlook (even though the from address is @mydomain); after all SPF is concerned with the mailfrom header, right?
DKIM alginment should be possible, and DMARC only requires one of DKIM or SPF to pass, right? If I sign my email with a DKIM signature for mydomain, and then send it through outlook using their SMTP endpoint. This works fine, and it looks the DKIM signature passes verification.
Outlook adds its own DKIM signature when it sends the email.
I read that for DMARC to pass, it is sufficient if only one of the DKIM signatures is valid. Is that corrrect?
When I send an email to another outlook account, then it is successfully received. When I send it to a gmail account, then I get an undeliverable notification with an error that appears to come from Gmail.
I suspected that the DMARC verification is failing, so i checked the message details in outlook. I do not see any proof of the DMARC verification succeeding:
Received: from AM6EUR05HT019.eop-eur05.prod.protection.outlook.com
(2603:10a6:102:b4::18) by PA4PR01MB7583.eurprd01.prod.exchangelabs.com with
HTTPS via PR3P189CA0073.EURP189.PROD.OUTLOOK.COM; Tue, 6 Jul 2021 21:09:52
+0000
ARC-Seal: i=2; a=rsa-sha256; s=arcselector9901; d=microsoft.com; cv=pass;
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ARC-Message-Signature: i=2; a=rsa-sha256; c=relaxed/relaxed; d=microsoft.com;
s=arcselector9901;
h=From:Date:Subject:Message-ID:Content-Type:MIME-Version:X-MS-Exchange-SenderADCheck;
bh=E29BlwdZMfPMY/x2ZNEI4qbk/KwR0aB+h7vDCeHZCko=;
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ARC-Authentication-Results: i=2; mx.microsoft.com 1; spf=pass (sender ip is
40.92.51.30) smtp.rcpttodomain=outlook.com smtp.mailfrom=outlook.com;
dmarc=fail (p=reject sp=reject pct=100) action=oreject
header.from=mydomain.website; dkim=pass (signature was verified)
header.d=outlook.com; dkim=fail (body hash did not verify)
header.d=mydomain.website; arc=pass (0 oda=0 ltdi=1)
Received: from AM6EUR05FT008.eop-eur05.prod.protection.outlook.com
(2a01:111:e400:fc11::4e) by
AM6EUR05HT019.eop-eur05.prod.protection.outlook.com (2a01:111:e400:fc11::214)
with Microsoft SMTP Server (version=TLS1_2,
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.4308.20; Tue, 6 Jul
2021 21:09:51 +0000
Authentication-Results: spf=pass (sender IP is 40.92.51.30)
smtp.mailfrom=outlook.com; outlook.com; dkim=pass (signature was verified)
header.d=outlook.com;outlook.com; dmarc=fail action=oreject
header.from=mydomain.website;compauth=none reason=450
Received-SPF: Pass (protection.outlook.com: domain of outlook.com designates
40.92.51.30 as permitted sender) receiver=protection.outlook.com;
client-ip=40.92.51.30; helo=EUR06-DB8-obe.outbound.protection.outlook.com;
Received: from EUR06-DB8-obe.outbound.protection.outlook.com (40.92.51.30) by
AM6EUR05FT008.mail.protection.outlook.com (10.233.240.247) with Microsoft
SMTP Server (version=TLS1_2, cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id
15.20.4308.20 via Frontend Transport; Tue, 6 Jul 2021 21:09:51 +0000
X-IncomingTopHeaderMarker:
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ARC-Seal: i=1; a=rsa-sha256; s=arcselector9901; d=microsoft.com; cv=none;
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ARC-Message-Signature: i=1; a=rsa-sha256; c=relaxed/relaxed; d=microsoft.com;
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ARC-Authentication-Results: i=1; mx.microsoft.com 1; spf=none; dmarc=none;
dkim=none; arc=none
DKIM-Signature: v=1; a=rsa-sha256; c=relaxed/relaxed; d=outlook.com;
s=selector1;
h=From:Date:Subject:Message-ID:Content-Type:MIME-Version:X-MS-Exchange-SenderADCheck;
bh=E29BlwdZMfPMY/x2ZNEI4qbk/KwR0aB+h7vDCeHZCko=;
b=mSDCHLTUSeef5H3BvZQqdAsasN7M1RF7Vmz0k0k7UdD/feAUs7XrVioAi0Y8tmEhaDl4eSsGmhGBKWCn1ucajSF2p7VW37cWwVbHVWNZ8W+/+8wg+FhgXyCH74pWkOtTAqFro9dNCghRVX/rfX+tVX0ctCpfbsKluVbw15KUEGXYW/u8o4Rfcwyq51skDv6poJBGxcwTSMlitrcMyjPm4H+J2Df5PuYXDGjOtaX7e32KMJqKR2jO5L0dto+RENPAggniVhil8N4oxtQy+rVGaoiPgNaysWW3Uip/DnWyBN7hBmrhn9uIUOnAcju2htIZDpnA01IA+M0CEYO+mdPf0Q==
Received: from AM7EUR06FT032.eop-eur06.prod.protection.outlook.com
(2a01:111:e400:fc36::43) by
AM7EUR06HT223.eop-eur06.prod.protection.outlook.com (2a01:111:e400:fc36::147)
with Microsoft SMTP Server (version=TLS1_2,
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.4308.20; Tue, 6 Jul
2021 21:09:51 +0000
Received: from PAXP193MB1358.EURP193.PROD.OUTLOOK.COM (2a01:111:e400:fc36::4b)
by AM7EUR06FT032.mail.protection.outlook.com (2a01:111:e400:fc36::343) with
Microsoft SMTP Server (version=TLS1_2,
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.4308.20 via Frontend
Transport; Tue, 6 Jul 2021 21:09:51 +0000
X-IncomingTopHeaderMarker:
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Received: from PAXP193MB1358.EURP193.PROD.OUTLOOK.COM
([fe80::712c:b319:7473:507b]) by PAXP193MB1358.EURP193.PROD.OUTLOOK.COM
([fe80::712c:b319:7473:507b%2]) with mapi id 15.20.4308.020; Tue, 6 Jul 2021
21:09:51 +0000
DKIM-Signature: v=1; a=rsa-sha256; d=mydomain.website;
s=1625600110.mydomain; c=relaxed/relaxed; q=dns/txt;
[email protected]; t=1625605791; h=from:subject:to:body;
bh=kOUxXEbzUXuxBeyB3VJrIPL2nZgdySsp4QgoGTOJEDo=;
b=Kh5zdvDGFo4KiEOmmQIwhZG2cadM3kJteGSso4KXH02afafT7aq6FXWonDkNKGAXmSyK8W2CRPg
gFSdN2bSHSA0wy1fwL+LK1r1HaubG4gjLXFVdg266frvuOLRlL6wveO/qa9b9rXqfyWd4XuqsIutw
CbpRnc5Acmsp5084fnM=
From: ScrubbedName <[email protected]>
Date: Tue, 06 Jul 2021 23:09:51 +0200
Subject: subject
Message-ID:
<PAXP193MB13584D44BA9B683C7DBE26DFB01B9@PAXP193MB1358.EURP193.PROD.OUTLOOK.COM>
To: You <[email protected]>
Content-Type: multipart/alternative; boundary="=-ClmFvQji4xg2/VDJ1Ro0kw=="
X-TMN: [EZLm4uJiEHE0uJYZ8jCuKBL6WczNfHe1NnSNOYadXsGJIgmcsiUXWLXMOX6bL9/d]
X-ClientProxiedBy: PR3P195CA0025.EURP195.PROD.OUTLOOK.COM
(2603:10a6:102:b6::30) To PAXP193MB1358.EURP193.PROD.OUTLOOK.COM
(2603:10a6:102:137::18)
Return-Path: [email protected]
X-Microsoft-Original-Message-ID: <CT3QJ1IM6EU4.LTOI4PPHGCV02@MY-LAPTOP>
Sender: ScrubbedName <[email protected]>
X-MS-Exchange-MessageSentRepresentingType: 2
Received: from [IPv6:2a02:1811:8d00:900:b400:b3:e3a5:41c6] (2a02:1811:8d00:900:b400:b3:e3a5:41c6) by PR3P195CA0025.EURP195.PROD.OUTLOOK.COM (2603:10a6:102:b6::30) with Microsoft SMTP Server (version=TLS1_2, cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.4308.19 via Frontend Transport; Tue, 6 Jul 2021 21:09:51 +0000
X-MS-PublicTrafficType: Email
X-IncomingHeaderCount: 44
X-EOPAttributedMessage: 1
X-MS-Office365-Filtering-Correlation-Id: 2d17d8fd-6783-4c62-dff2-08d940c2654d
X-MS-Exchange-SLBlob-MailProps:
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X-MS-TrafficTypeDiagnostic: AM7EUR06HT223:|AM6EUR05HT019:
X-Microsoft-Antispam-Untrusted: BCL:0;
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X-MS-Exchange-AntiSpam-MessageData:
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X-MS-Exchange-Transport-CrossTenantHeadersStamped: AM7EUR06HT223
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X-MS-Exchange-Organization-ExpirationStartTime: 06 Jul 2021 21:09:51.7071
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X-MS-Exchange-Organization-Network-Message-Id:
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X-EOPTenantAttributedMessage: 84df9e7f-e9f6-40af-b435-aaaaaaaaaaaa:0
X-MS-Exchange-Organization-MessageDirectionality: Incoming
X-MS-Exchange-Transport-CrossTenantHeadersStripped:
AM6EUR05FT008.eop-eur05.prod.protection.outlook.com
X-MS-Exchange-Transport-CrossTenantHeadersPromoted:
AM6EUR05FT008.eop-eur05.prod.protection.outlook.com
X-MS-Exchange-Organization-AuthSource:
AM6EUR05FT008.eop-eur05.prod.protection.outlook.com
X-MS-Exchange-Organization-AuthAs: Anonymous
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X-MS-Exchange-EOPDirect: true
X-Sender-IP: 40.92.51.30
X-SID-PRA: ScrubbedEmail
X-SID-Result: FAIL
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X-Microsoft-Antispam: BCL:0;
X-OriginatorOrg: outlook.com
X-MS-Exchange-CrossTenant-OriginalArrivalTime: 06 Jul 2021 21:09:51.6701
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X-MS-Exchange-CrossTenant-Network-Message-Id: 2d17d8fd-6783-4c62-dff2-08d940c2654d
X-MS-Exchange-CrossTenant-Id: 84df9e7f-e9f6-40af-b435-aaaaaaaaaaaa
X-MS-Exchange-CrossTenant-RMS-PersistedConsumerOrg: 00000000-0000-0000-0000-000000000000
X-MS-Exchange-CrossTenant-AuthSource:
AM6EUR05FT008.eop-eur05.prod.protection.outlook.com
X-MS-Exchange-CrossTenant-AuthAs: Anonymous
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X-MS-Exchange-Transport-CrossTenantHeadersStamped: AM6EUR05HT019
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X-MS-Exchange-Processed-By-BccFoldering: 15.20.4287.031
X-Microsoft-Antispam-Mailbox-Delivery:
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<meta http-equiv="Content-Type" content="text/html; charset=utf-8">body html
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As you can see there is alignment between the DKIM signature (d=mydomain.website) and the from address ([email protected]).
Below is the email that is successfully received by Gmail if temporarily disable my DMARC policy. It contains my DKIM signature, as well as outlook's. Gmail's UI says 'DKIM PASS' for outlook.com, but it doesn't mention a check for my custom domain.
Delivered-To: [email protected]
Received: by 2002:a17:907:2094:0:0:0:0 with SMTP id pv20csp930381ejb;
Tue, 6 Jul 2021 21:43:01 -0700 (PDT)
X-Google-Smtp-Source: ABdhPJwC/if/jYyRMYXlUaQ7AMe2LuJcRFc/1rLVPxmAtmyTTmgezzrNhfmPYF29s1cpnOCnhlNs
X-Received: by 2002:a05:600c:17cf:: with SMTP id y15mr18548974wmo.19.1625632981376;
Tue, 06 Jul 2021 21:43:01 -0700 (PDT)
ARC-Seal: i=2; a=rsa-sha256; t=1625632981; cv=pass;
d=google.com; s=arc-20160816;
b=smXYoK6dYNojIycURp98G42dOuFf1fzqZ13gqKR7vKrJyAeARb+3yRhqwQLb9twl/M
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9mDw==
ARC-Message-Signature: i=2; a=rsa-sha256; c=relaxed/relaxed; d=google.com; s=arc-20160816;
h=sender:mime-version:to:message-id:subject:date:from:dkim-signature
:dkim-signature;
bh=hb6Z2ytr0+pXoafW+IgYfBAmJD20nxN8YvCMYnvxFHE=;
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ARC-Authentication-Results: i=2; mx.google.com;
dkim=pass [email protected] header.s=selector1 header.b=FJ+q7+Wc;
dkim=neutral (body hash did not verify) [email protected] header.s=1625600110 header.b=eK9s35kR;
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dkim=neutral (body hash did not verify) [email protected] header.s=1625600110 header.b=eK9s35kR;
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From: ScrubbedName <[email protected]>
Date: Wed, 07 Jul 2021 06:43:00 +0200
Subject: test
Message-ID: <AM9P193MB13472C95C6470FEB6D10FA1CB01A9@AM9P193MB1347.EURP193.PROD.OUTLOOK.COM>
To: You <[email protected]>
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body
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<meta http-equiv="Content-Type" content="text/html; charset=utf-8">body html
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Any idea on what is happening here?
