Outlook: Suddenly all outgoing messages to anyone are marked as spam and blocked by exchange server

Further information:  Strangely I can send a test message from my Android Phone (running the outlook client) running on wifi in my house;  but, not from my laptop running on the same wifi network. 

I cannot send a message from my laptop using either the desktop outlook client or the outlook web client.

Dennis Landi VasilMichev 

Here's the email I'm getting:

<leslie.a.friedman@gmail.com><leslie@wharton.upenn.edu><leslie.a.friedman@outlook.com><ch2pr05mb708088a493781b073cff6499b9b80@ch2pr05mb7080.namprd05.prod.outlook.com><byapr10mb3573edbe70e95bd912a69fc68db80@byapr10mb3573.namprd10.prod.outlook.com><byapr10mb357315834892c40776545d1e8db80@byapr10mb3573.namprd10.prod.outlook.com><byapr10mb357315834892c40776545d1e8db80@byapr10mb3573.namprd10.prod.outlook.com><ch2pr05mb708088a493781b073cff6499b9b80@ch2pr05mb7080.namprd05.prod.outlook.com>

Diagnostic information for administrators:

Generating server: BN3NAM04HT214.mail.protection.outlook.com

[my email address-not the sending one, but the receiving one]
Remote Server returned '550 5.7.520 Message blocked because it contains content identified as spam. AS(4567)'

Original message headers:

Received: from BN3NAM04FT008.eop-NAM04.prod.protection.outlook.com
 (10.152.92.52) by BN3NAM04HT214.eop-NAM04.prod.protection.outlook.com
 (10.152.93.39) with Microsoft SMTP Server (version=TLS1_2,
 cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.2220.16; Wed, 4 Sep
 2019 15:43:37 +0000
Received: from CH2PR05MB7080.namprd05.prod.outlook.com (10.152.92.59) by
 BN3NAM04FT008.mail.protection.outlook.com (10.152.92.168) with Microsoft SMTP
 Server (version=TLS1_2, cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id
 15.20.2220.16 via Frontend Transport; Wed, 4 Sep 2019 15:43:37 +0000
X-IncomingTopHeaderMarker: OriginalChecksum:1B4BD8CC6F1E5E4F0B1C6B8A7B97DD3D7D99EEADD3524B8DE590536E23E744FA;UpperCasedChecksum:BE7AA49BB9DB6BC4EB09600159C0BF7415F5A3314B9C2E88D5836E7BD5716FC6;SizeAsReceived:6871;Count:44
Received: from CH2PR05MB7080.namprd05.prod.outlook.com
 ([fe80::f856:10b6:cc2:fdd0]) by CH2PR05MB7080.namprd05.prod.outlook.com
 ([fe80::f856:10b6:cc2:fdd0%7]) with mapi id 15.20.2241.013; Wed, 4 Sep 2019
 15:43:37 +0000
Content-Type: application/ms-tnef; name="winmail.dat"
Content-Transfer-Encoding: binary
From: "Leslie A. Friedman" <leslie.a.friedman@gmail.com>
To: "Friedman, Leslie A" <leslie@wharton.upenn.edu>
Subject: Fw: test 211111
Thread-Topic: test 211111
Thread-Index: AQHVYzeE3JHSSoFlN0GXT2EugS754w==
Sender: "Leslie A. Friedman" <leslie.a.friedman@outlook.com>
X-MS-Exchange-MessageSentRepresentingType: 2
Date: Wed, 4 Sep 2019 15:43:37 +0000
Message-ID: <ch2pr05mb708088a493781b073cff6499b9b80@ch2pr05mb7080.namprd05.prod.outlook.com>
References: <byapr10mb3573edbe70e95bd912a69fc68db80@byapr10mb3573.namprd10.prod.outlook.com>,<byapr10mb357315834892c40776545d1e8db80@byapr10mb3573.namprd10.prod.outlook.com>
In-Reply-To: <byapr10mb357315834892c40776545d1e8db80@byapr10mb3573.namprd10.prod.outlook.com>
Accept-Language: en-US
Content-Language: en-US
X-MS-Has-Attach:
X-MS-TNEF-Correlator: <ch2pr05mb708088a493781b073cff6499b9b80@ch2pr05mb7080.namprd05.prod.outlook.com>
MIME-Version: 1.0
X-TMN: [8lRNfzrSoD4oKa8cNmLztBoZMfYTbICj]
X-MS-PublicTrafficType: Email
X-IncomingHeaderCount: 44
Return-Path: Leslie.A.Friedman@outlook.com
X-EOPAttributedMessage: 0
X-Microsoft-Antispam:
	BCL:0;PCL:0;RULEID:(2390118)(5050001)(7020095)(20181119110)(201702061078)(5061506573)(5061507331)(1603103135)(2017031320274)(2017031322404)(2017031323274)(2017031324274)(1601125500)(1603101475)(1701031045);SRVR:BN3NAM04HT214;
X-MS-TrafficTypeDiagnostic: BN3NAM04HT214:</ch2pr05mb708088a493781b073cff6499b9b80@ch2pr05mb7080.namprd05.prod.outlook.com></byapr10mb357315834892c40776545d1e8db80@byapr10mb3573.namprd10.prod.outlook.com></byapr10mb357315834892c40776545d1e8db80@byapr10mb3573.namprd10.prod.outlook.com></byapr10mb3573edbe70e95bd912a69fc68db80@byapr10mb3573.namprd10.prod.outlook.com></ch2pr05mb708088a493781b073cff6499b9b80@ch2pr05mb7080.namprd05.prod.outlook.com></leslie.a.friedman@outlook.com></leslie@wharton.upenn.edu></leslie.a.friedman@gmail.com>

</ch2pr05mb708088a493781b073cff6499b9b80@ch2pr05mb7080.namprd05.prod.outlook.com></byapr10mb357315834892c40776545d1e8db80@byapr10mb3573.namprd10.prod.outlook.com></byapr10mb357315834892c40776545d1e8db80@byapr10mb3573.namprd10.prod.outlook.com></byapr10mb3573edbe70e95bd912a69fc68db80@byapr10mb3573.namprd10.prod.outlook.com></ch2pr05mb708088a493781b073cff6499b9b80@ch2pr05mb7080.namprd05.prod.outlook.com></leslie.a.friedman@outlook.com></leslie@wharton.upenn.edu></leslie.a.friedman@gmail.com>

Dennis Landi

One of my email addresses has this problem as well.

Did you find a way around it? 

Dennis Landi Problem persists on my end.  Yours?  What's happening now is that all my outbound Outlook (web-based) messages go into "Drafts" folder first and then are sent about two minutes later.

Dennis Landi How's it going today?  I have emails still going to my "Drafts" folder and then finally going out within a minute or two.  Odd.  And, they don't show up in my "Outbox."  You?