Outlook/Microsoft classifying emails as junk

A follow on from my previous thread with more specific information.

I’ve tested sending an email from my current email from both arrow.mxrouting.net and also my previous provider (provider was zoho and sent after updating the SPF and DKIM records first) and my mxroute email ended up in Junk whereas the email from zoho did not.

I’m not sure if it’s useful but I’ve got the headers for both emails and there’s a header that looks like it’s where it’s flagged as junk but I’m struggling to find any information.

When sent from MXROUTE I’ve got 10/10 of mail-tester and the only niggle that was flagged is when I was using https://mxtoolbox.com/deliverability under DKIM Authenticated it was stating DKIM-Signature Not Verified although I can’t find any details on how that could be fixed. When sent from ZOHO everything was flagged as a pass.

Email from MXROUTE

X-Microsoft-Antispam-Mailbox-Delivery:
abwl:0;wl:0;pcwl:0;kl:0;iwl:0;dwl:0;dkl:0;rwl:0;ucf:0;jmr:0;ex:0;auth:1;dest:J;OFR:SpamFilterAuthJ;ENG:(5062000261)(5061607266)(5061608174)(4900115)(8390131)(98390011)(58390011)(4920090)(6375004)(4950130)(4990090)(9140004);RF:JunkEmail;

Email from ZOHO

X-Microsoft-Antispam-Mailbox-Delivery:
abwl:0;wl:0;pcwl:0;kl:0;iwl:0;ijl:0;dwl:0;dkl:0;rwl:0;ucf:0;jmr:0;ex:0;auth:1;dest:I;ENG:(5062000261)(5061607266)(5061608174)(4900115)(4920090)(6515079)(4950130)(4990090);

Full header from failed MXROUTE email

Received: from HE1EUR04HT062.eop-eur04.prod.protection.outlook.com
(2603:10a6:4:a5::18) by DB8P191MB0748.EURP191.PROD.OUTLOOK.COM with HTTPS via
DB6PR0202CA0032.EURPRD02.PROD.OUTLOOK.COM; Tue, 11 Feb 2020 13:26:03 +0000
Received: from HE1EUR04FT019.eop-eur04.prod.protection.outlook.com
(10.152.26.51) by HE1EUR04HT062.eop-eur04.prod.protection.outlook.com
(10.152.27.74) with Microsoft SMTP Server (version=TLS1_2,
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.2707.21; Tue, 11 Feb
2020 13:26:02 +0000
Authentication-Results: spf=pass (sender IP is 172.82.139.11)
smtp.mailfrom=ckmo.re; hotmail.com; dkim=pass (signature was verified)
header.d=ckmo.re;hotmail.com; dmarc=pass action=none
header.from=ckmo.re;compauth=pass reason=100
Received-SPF: Pass (protection.outlook.com: domain of ckmo.re designates
172.82.139.11 as permitted sender) receiver=protection.outlook.com;
client-ip=172.82.139.11; helo=qrelay11.mxroute.com;
Received: from qrelay11.mxroute.com (172.82.139.11) by
HE1EUR04FT019.mail.protection.outlook.com (10.152.26.117) with Microsoft SMTP
Server (version=TLS1_2, cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id
15.20.2707.21 via Frontend Transport; Tue, 11 Feb 2020 13:26:00 +0000
X-IncomingTopHeaderMarker:
OriginalChecksum:3DD991A8166D59E2268805BBCEC956E1A7BC521D73A11371D4C9F813AC224522;UpperCasedChecksum:B6A1627550213032009675E5DB93F2E347CBBA5EBD2070640187F5D1654B139B;SizeAsReceived:1780;Count:16
Received: from filter003.mxroute.com ([168.235.111.26] 168-235-111-26.cloud.ramnode.com)
(Authenticated sender: mN4UYu2MZsgR)
by qrelay11.mxroute.com (ZoneMTA) with ESMTPA id 170346d80f00004255.001
for myoldaddress@hotmail.com;
Tue, 11 Feb 2020 13:25:56 +0000
X-Zone-Loop: e2ac0b94a27d9fb34a2d46f080fe316b980c07967a6b
X-Originating-IP: [168.235.111.26]
Received: from arrow.mxrouting.net (arrow.mxrouting.net [116.202.115.120])
by filter003.mxroute.com (Postfix) with ESMTPS id 77A346004D;
Tue, 11 Feb 2020 13:25:55 +0000 (UTC)
DKIM-Signature: v=1; a=rsa-sha256; q=dns/txt; c=relaxed/relaxed; d=ckmo.re;
s=x; h=Message-ID:Subject:To:From:Date:Content-Transfer-Encoding:Content-Type
:MIME-Version:Sender:Reply-To:Cc:Content-ID:Content-Description:Resent-Date:
Resent-From:Resent-Sender:Resent-To:Resent-Cc:Resent-Message-ID:In-Reply-To:
References:List-Id:List-Help:List-Unsubscribe:List-Subscribe:List-Post:
List-Owner:List-Archive; bh=0UNmQlke8JzSf8VMlLs51SCeqZWGB34qQAGUlwDtgsg=; b=V
sKxIiX+vhqACvYFa8oT1G7VwPdhQLneoq7i+U5H1UhxaUJQA8BShh+df6tpbtgba2mix5FnHKqf7V
xAFesdysuvloudtSM+UkiNUdPfTFNm5waMMb1TvsQ7ErUWZMSa7/PWgg3kHDEesxAU42a2oicC66D
i4OD4yKPNWDwf/+L2QuDCBytfYmGHJC17h3pXD1nGZs4RBqSZRjOCVL3+e+Sq3TQBS/qDubFfiG0q
lVc9t3hJ4no1nDchjrLdJoUjQ29qECdF+EtAV932y28W2MQW9gSvvI9P6DsKE5Q5G2VEiWgQN67oS
lH4OBE1svPvazZUTEBywdMzKmchBsK67Q==;
Content-Type: text/plain; charset=US-ASCII;
format=flowed
Content-Transfer-Encoding: 7bit
Date: Tue, 11 Feb 2020 13:25:53 +0000
From: myemailaddress@ckmo.re
To: myoldaddress@hotmail.com
Subject: Test email
User-Agent: Roundcube Webmail/1.4.2
Message-ID: ec98da3ad6b8fb71eb749cc84925d26f@ckmo.re
X-Sender: myemailaddress@ckmo.re
X-AuthUser: myemailaddress@ckmo.re
X-IncomingHeaderCount: 16
Return-Path: myemailaddress@ckmo.re
X-MS-Exchange-Organization-ExpirationStartTime: 11 Feb 2020 13:26:01.1602
(UTC)
X-MS-Exchange-Organization-ExpirationStartTimeReason: OriginalSubmit
X-MS-Exchange-Organization-ExpirationInterval: 1:00:00:00.0000000
X-MS-Exchange-Organization-ExpirationIntervalReason: OriginalSubmit
X-MS-Exchange-Organization-Network-Message-Id:
6034f398-99c4-420d-2eda-08d7aef5efeb
X-EOPAttributedMessage: 0
X-EOPTenantAttributedMessage: 84df9e7f-e9f6-40af-b435-aaaaaaaaaaaa:0
X-MS-Exchange-Organization-MessageDirectionality: Incoming
X-Forefront-Antispam-Report: EFV:NLI;
X-MS-Exchange-Organization-AuthSource:
HE1EUR04FT019.eop-eur04.prod.protection.outlook.com
X-MS-Exchange-Organization-AuthAs: Anonymous
X-MS-PublicTrafficType: Email
X-MS-UserLastLogonTime: 2/6/2020 8:11:22 PM
X-MS-Office365-Filtering-Correlation-Id: 6034f398-99c4-420d-2eda-08d7aef5efeb
X-MS-TrafficTypeDiagnostic: HE1EUR04HT062:
X-MS-Exchange-EOPDirect: true
X-Sender-IP: 172.82.139.11
X-SID-PRA: myemailaddress@ckmo.re
X-SID-Result: PASS
X-MS-Exchange-Organization-PCL: 2
X-Microsoft-Antispam: BCL:0;
X-OriginatorOrg: outlook.com
X-MS-Exchange-CrossTenant-OriginalArrivalTime: 11 Feb 2020 13:26:00.6608
(UTC)
X-MS-Exchange-CrossTenant-Network-Message-Id: 6034f398-99c4-420d-2eda-08d7aef5efeb
X-MS-Exchange-CrossTenant-Id: 84df9e7f-e9f6-40af-b435-aaaaaaaaaaaa
X-MS-Exchange-CrossTenant-FromEntityHeader: Internet
X-MS-Exchange-CrossTenant-RMS-PersistedConsumerOrg:
00000000-0000-0000-0000-000000000000
X-MS-Exchange-Transport-CrossTenantHeadersStamped: HE1EUR04HT062
X-MS-Exchange-Transport-EndToEndLatency: 00:00:02.3975327
X-MS-Exchange-Processed-By-BccFoldering: 15.20.2707.030
X-Microsoft-Antispam-Mailbox-Delivery:
abwl:0;wl:0;pcwl:0;kl:0;iwl:0;dwl:0;dkl:0;rwl:0;ucf:0;jmr:0;ex:0;auth:1;dest:J;OFR:SpamFilterAuthJ;ENG:(5062000261)(5061607266)(5061608174)(4900115)(8390131)(98390011)(58390011)(4920090)(6375004)(4950130)(4990090)(9140004);RF:JunkEmail;
X-Message-Info:
qoGN4b5S4yopO3T5ursC0ZjKzswVsbNNHKzmzPYIbm50JNRGzr/yN1KLLAiaVU8VIM9wPYHJzWKT67S7t+Ew0Z2uiO9IA+2gDs9ZXoItNWUMXXoP+PIzudyRaolkXumaM87GmLSvRbIlVagxCbajy04DrwSLPBQZ4D6swdC0gDDbi4Hb7Pxl3+uDHWkMSzFznv6X2Elmd3gBpVExvnENEA==
X-Message-Delivery: Vj0xLjE7dXM9MDtsPTA7YT0wO0Q9MjtHRD0yO1NDTD02
X-Microsoft-Antispam-Message-Info:
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
MIME-Version: 1.0

test email to see if this ends up in spam.

Full header from successful ZOHO email

Received: from BN3NAM01HT062.eop-nam01.prod.protection.outlook.com
(2603:10a6:4:3e::32) by DB8P191MB0748.EURP191.PROD.OUTLOOK.COM with HTTPS via
DB6PR0301CA0022.EURPRD03.PROD.OUTLOOK.COM; Tue, 11 Feb 2020 14:04:32 +0000
ARC-Seal: i=2; a=rsa-sha256; s=arcselector9901; d=microsoft.com; cv=pass;
b=LTBM+ryooaGmDhnq7JUlP7K0dQl+ne4AI4jzbSyS3FuTE03+85n+wXN13CwmtSjZmjY78llAv1qtfNBDlKqP+Y4ITQAF0M/b5fH8qtTZlwMMaOp0dismwA9YkArHilcGccaJ2DK0EPwyw5/PIP8oTG/bjX0wJACkcZdiI7Ruz012MaFRN8qor/6E3FcJz+vJbHKz8mdgtjyZz2duQ45uuEPrkGgtS6h3t1O3hUEj8sogtbFYdYYdc+m6Tb8EXrOsAsWisltYQxoBl1q8yh5JMbXWeQnlNsSwmUVorlTzBDW/b3YTVGZBYFAJAPnELm7cUqehuoQFFxG9hSegGwP5Zg==
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=9ZRUE20mJ/yy1AtOjyqaa9UO9u84NDkqE0jMO5Jlvwk=;
b=AjIqxAi3wCVy2Ks36K5vfXnZAUoHgTy5KGb234ES2anArslZFReGLuGR0XxTQxbW8iDhNBub9z3w8z2L38c5ZQkPzGqA3hMepCQrFP+racLtQSqz5xshN0h5i4pGBZfRFkdlbV4j/9E9LbBz9h2sPM/tA8ClUOdlIi5RjcLHmP6fVLwoy1kCHU41B32Dh65nQer4ZT8DvIwJ16U+PLH5MLO4fPQjODj4Smt+q2GlZxwu82QWuI9yLTjg6u5FD26zOiBmoFBy3DevSAbXe5QpcOHiL9R6Esol+/IiMfvCGg7gEICAk3BsoY8enxivk9J2YnyrplLnsiCTDfaeH6G4kQ==
ARC-Authentication-Results: i=2; mx.microsoft.com 1; spf=pass (sender ip is
136.143.188.50) smtp.rcpttodomain=hotmail.com smtp.mailfrom=ckmo.re;
dmarc=pass (p=none sp=none pct=100) action=none header.from=ckmo.re;
dkim=pass (signature was verified) header.d=ckmo.re; arc=pass (0 oda=0 ltdi=0
93)
Received: from BN3NAM01FT005.eop-nam01.prod.protection.outlook.com
(10.152.66.60) by BN3NAM01HT062.eop-nam01.prod.protection.outlook.com
(10.152.66.196) with Microsoft SMTP Server (version=TLS1_2,
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.2707.21; Tue, 11 Feb
2020 14:04:31 +0000
Authentication-Results: spf=pass (sender IP is 136.143.188.50)
smtp.mailfrom=ckmo.re; hotmail.com; dkim=pass (signature was verified)
header.d=ckmo.re;hotmail.com; dmarc=pass action=none
header.from=ckmo.re;compauth=pass reason=100
Received-SPF: Pass (protection.outlook.com: domain of ckmo.re designates
136.143.188.50 as permitted sender) receiver=protection.outlook.com;
client-ip=136.143.188.50; helo=sender4-of-o50.zoho.com;
Received: from sender4-of-o50.zoho.com (136.143.188.50) by
BN3NAM01FT005.mail.protection.outlook.com (10.152.66.163) with Microsoft SMTP
Server (version=TLS1_2, cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id
15.20.2707.21 via Frontend Transport; Tue, 11 Feb 2020 14:04:30 +0000
X-IncomingTopHeaderMarker:
OriginalChecksum:28DED6166A4CD5D0EBC176315AAD41D42A4AED2882CA1CDBD22FE2AA07DFCC73;UpperCasedChecksum:D73DD6210D157D5525EB13CE02816D9FC1678041930C5B0492BBC5B09766929E;SizeAsReceived:1798;Count:15
ARC-Seal: i=1; a=rsa-sha256; t=1581429867; cv=none;
d=zohomail.com; s=zohoarc;
b=MlRlhWZtrgvGlAm4RD6lyus7LwPcVpQxypXugpVp/UByKwij4IDndUQtC3nVMsZh1bAgZV+OwAdnld5146Q1VbxnpQlFMmLwPq8k71I4uGPDOMqIe2s3UExOOfmX1nh+qzxeQ/l0m5X3JBmP7yw9MDZDcglYYowBL1mlhnsW+Y4=
ARC-Message-Signature: i=1; a=rsa-sha256; c=relaxed/relaxed; d=zohomail.com; s=zohoarc;
t=1581429867; h=Content-Type:Date:From:MIME-Version:Message-ID:Subject:To;
bh=9ZRUE20mJ/yy1AtOjyqaa9UO9u84NDkqE0jMO5Jlvwk=;
b=Wi8YIwxCfMkW0VhS059JbUGcCNQdJPJeo1oGrR7x4b4PY5EPdya4bVt1RDu2hq0ozm0LZQt6XX4kGa6dRSEkAcmY4wX/ZTaN3poiAJp9yHd63pWhegX70QToDo7lSd1NfIKkZOPyOG+3sDKNtuH8nbuKtjKY8ZVugJmVG9EzsYQ=
ARC-Authentication-Results: i=1; mx.zohomail.com;
dkim=pass header.i=ckmo.re;
spf=pass smtp.mailfrom=myemailaddress@ckmo.re;
dmarc=pass header.from=myemailaddress@ckmo.re header.from=myemailaddress@ckmo.re
DKIM-Signature: v=1; a=rsa-sha256; q=dns/txt; c=relaxed/relaxed; t=1581429867;
s=zoho; d=ckmo.re; i=myemailaddress@ckmo.re;
h=Date:From:To:Message-Id:Subject:MIME-Version:Content-Type;
bh=9ZRUE20mJ/yy1AtOjyqaa9UO9u84NDkqE0jMO5Jlvwk=;
b=c7w5dfcE2MiFqtGXTlAX4pPhZoCjxZ7WAt56ZtsF20k/NDymXZX3V9C3iXWsFeTY
CYb4wzvNswb+KY8RpkhYEI2LQ4POS5D2ft5gV2jscMBygfYhEuQF1yUqyWpf/LgcDfV
1ssH45aZM505nkBm4VxoSeriXJ/Rsf7pYckgi/Yo=
Received: from mail.zoho.com by mx.zohomail.com
with SMTP id 1581429865557553.6687511922352; Tue, 11 Feb 2020 06:04:25 -0800 (PST)
Date: Tue, 11 Feb 2020 14:04:25 +0000
From: Jack Blackmore myemailaddress@ckmo.re
To: “grizzlybadger” myoldemailaddress@hotmail.com
Message-Id: 1703490bc53.116ac9442194645.54634402194677035@ckmo.re
Subject: Will this one then go through
Content-Type: multipart/alternative;
boundary="----=_Part_618902_226931188.1581429865555"
User-Agent: Zoho Mail
X-Mailer: Zoho Mail
X-IncomingHeaderCount: 15
Return-Path: myemailaddress@ckmo.re
X-MS-Exchange-Organization-ExpirationStartTime: 11 Feb 2020 14:04:30.3037
(UTC)
X-MS-Exchange-Organization-ExpirationStartTimeReason: OriginalSubmit
X-MS-Exchange-Organization-ExpirationInterval: 1:00:00:00.0000000
X-MS-Exchange-Organization-ExpirationIntervalReason: OriginalSubmit
X-MS-Exchange-Organization-Network-Message-Id:
871a4010-a2eb-43a3-8562-08d7aefb5046
X-EOPAttributedMessage: 0
X-EOPTenantAttributedMessage: 84df9e7f-e9f6-40af-b435-aaaaaaaaaaaa:0
X-MS-Exchange-Organization-MessageDirectionality: Incoming
X-Forefront-Antispam-Report: EFV:NLI;
X-MS-Exchange-Organization-AuthSource:
BN3NAM01FT005.eop-nam01.prod.protection.outlook.com
X-MS-Exchange-Organization-AuthAs: Anonymous
X-MS-PublicTrafficType: Email
X-MS-UserLastLogonTime: 2/11/2020 2:04:30 PM
X-MS-Office365-Filtering-Correlation-Id: 871a4010-a2eb-43a3-8562-08d7aefb5046
X-MS-TrafficTypeDiagnostic: BN3NAM01HT062:
X-MS-Exchange-EOPDirect: true
X-Sender-IP: 136.143.188.50
X-SID-PRA: myemailaddress@ckmo.re
X-SID-Result: PASS
X-MS-Exchange-Organization-PCL: 2
X-Microsoft-Antispam: BCL:0;
X-OriginatorOrg: outlook.com
X-MS-Exchange-CrossTenant-OriginalArrivalTime: 11 Feb 2020 14:04:30.0279
(UTC)
X-MS-Exchange-CrossTenant-Network-Message-Id: 871a4010-a2eb-43a3-8562-08d7aefb5046
X-MS-Exchange-CrossTenant-Id: 84df9e7f-e9f6-40af-b435-aaaaaaaaaaaa
X-MS-Exchange-CrossTenant-FromEntityHeader: Internet
X-MS-Exchange-CrossTenant-RMS-PersistedConsumerOrg:
00000000-0000-0000-0000-000000000000
X-MS-Exchange-Transport-CrossTenantHeadersStamped: BN3NAM01HT062
X-MS-Exchange-Transport-EndToEndLatency: 00:00:02.2488676
X-MS-Exchange-Processed-By-BccFoldering: 15.20.2707.030
X-Microsoft-Antispam-Mailbox-Delivery:
abwl:0;wl:0;pcwl:0;kl:0;iwl:0;ijl:0;dwl:0;dkl:0;rwl:0;ucf:0;jmr:0;ex:0;auth:1;dest:I;ENG:(5062000261)(5061607266)(5061608174)(4900115)(4920090)(6515079)(4950130)(4990090);
X-Message-Info:
5vMbyqxGkddMUoKVpBRQMv+e3mM4IpDTwqXJop0Ru/dHrIXkNQX7vZxQDLr0IJcti/ATrrlPS12DwoPw4lgiJRBNi1Le7eNg7SVZc4xZGmJgwQbZCfhuXx+UCW5+csdNwSxzXP+1cTKFDvrb0tQY8g68lTnkBzU1l3nYeXbSL+2VFyJRwZqJtgTfSyYrNVZNOZDG6juomuBH+CGhCfQjrQ==
X-Message-Delivery: Vj0xLjE7dXM9MDtsPTE7YT0xO0Q9MTtHRD0xO1NDTD0z
X-Microsoft-Antispam-Message-Info:
Vf1FLyEx/RZtgvc/p2vyGYlLz8RPj/DcxXbPHHIq0nOieyovR/hNhwAHlavxNlcE4MmR8tek8g8xM3ctlBGaRXVm7j+p2O+t9qKNXPIEm+b5tyu0258IvA2DtVstNBrXPTxmr9pJRTA5fQNFUhA5mX1cXGyYDTc04GpJs4cpVNI8zBBDiakgE5A/IMACKv+lX+lQq6eJ8d7q/NupFKC0IPNCos7lQB/nRe9vGt4A9uzU3YHMu3bDwTEIfOG92Qpl7PfCVekuSrF/TD83de9lRdsRffGfiNZDnDxTmUBGMkka4zRszEbH+/euOiSEfrYpUbDeNBzRkZlHy683HlFv+LBZZESp60+xNaCO/PU9PQcUGX2eWc/TOgtpYtI/uv1IQtAjE4UCXSMFlHpBN+GRuB7o80Da95rpz02QXu8gscS+RSlpw9artt1hxq3zYXbgK6CqzO/kmjWp/3rBNq+kcqGtDeKWADQ0zt+GDacSDMIaAnAvjouNrU0jVsu/emddeNKqkvc9EESwhE6IYCAQvx6B5utZu3R4wnsxHOR6i5kA1xQVhiKmAjNWL/MkyvJRwwLDaVk5wg+us+otn6ci/iWt25qxAZTvtqHJTYhf/NTEpndGCz6wMkaFhQmObLBCDK4QxCcXJrk8XnHBbiy8ZkZPiZu2TygVfkSt9eUbYQwFm/o0R3gyFNb8zSQtGsMj+WPxvvPqndBfLRwXNQShhKYsCNKKti7I+HXUQZXeDAne/EO6T5RCGX72Zq/PXOwYVfr9xQTDXLVkjykSKkt6xDb+jhom0ui69jUaDcj6m5Yz+l9WIwKk2K9RTOyQMaaW
MIME-Version: 1.0

------=_Part_618902_226931188.1581429865555
Content-Type: text/plain; charset=“UTF-8”
Content-Transfer-Encoding: 7bit

Test email

Unfortunately the only way to know why is to get someone at Microsoft to answer, and they won’t do that. Their spam filters are so oppressive that my Outlook account has in the past received emails from Microsoft themselves delivered to their own Junk folder. Their forums are filled with questions about their spam filtering behavior, and only community users responding with things like “Check your SPF record.” Radio silence at Microsoft.

However, we do all of the things asked by Microsoft to maintain the highest quality IP reputation with them, and I can assure you that they do not prevent emails from being delivered to the inbox simply by arriving from our IP addresses, as I can test and verify this from my own accounts. I can’t rule out some combination of IP + domain + content or something like that where a variety of factors add up, but it’s just speculation about something they won’t speak on. All I can really do is offer this as indication that we’ve done all that they’ve asked and that they are telling us that they consider our IPs to have a good reputation:

Screen Shot 2020-04-12 at 10.14.49 AM

Unfortunately when a recipient server accepts an email from us without complaint, there isn’t much we can do to impact how they handle it from that point. If you see somewhere that we can improve, please feel free to let me know. You can reach out to me anytime at chat.mxroute.com.

did you find an answer? I have the same problem RF:JunkEmail;OFR:SpamFilterAuthJ;

I tried to send from my email to my Micorosft/Outlook email and all new email end up in spam even the content is legit. The things I do is go to junk folder and mark my recently email as not a spam. As additional, you could press a report button to to submit the email to Micorosft to improve their spam accuracy.

I do that from outlook.office.com web interface.