Hi Mark,

Not sure if it is related but I’ve seen a bunch of spam and phish SPF 
authenticated as wisconsin.bbb.org at a personal Gmail account. That particular 
subdomain has an SPF include for a domain which looks to be controlled by a 
spam group - vocus-bounce[.]com. Maybe reputation is bleeding across the 
subdomains? 

Regards,
Brian

> On Oct 26, 2023, at 4:37 PM, Mark Stanley via mailop <mailop@mailop.org> 
> wrote:
> 
> Notice: This message was sent from an external sender. Please use caution 
> when opening links, viewing attachments, or responding.
> 
> Kevin - I believe they do send some bulk emails, that was one of our thoughts 
> yesterday.
> 
> What was strange was that they were able to send to Google for about 4 hours 
> yesterday afternoon and then it started happening again. There was brief 
> respite where I thought I resolved the issue. All other domains work 
> perfectly fine - no bounce backs, no error messages, nothing.
> 
> I have also tested without the signatures and the messages are still being 
> rejected. Sending blank messages or messages with just simple text strings 
> still get rejected.
> 
> I have another customer who uses Google Workspace, where I could potentially 
> take out a ticket on their behalf to have Richmond.bbb.org struck from the 
> spam list.
> 
> Mark W. Stanley, Managed Services Engineer
> Richweb, Inc.  /  mstan...@corp.richweb.com
> O: 804-368-0421 X 120
> richweb.com / hvens.com
> 
> -----Original Message-----
> From: Kevin A. McGrail <kevin.mcgrail-mai...@pccc.com>
> Sent: Thursday, October 26, 2023 4:27 PM
> To: mailop@mailop.org; Mark Stanley <mstan...@corp.richweb.com>
> Subject: gmail deliverability issue was mailop Digest, Vol 39, Issue 48
> 
> Caution! This message was sent from outside your organization.
> 
> Hi Mark,
> 
> I saw this and your test from the loopback. Everything looked good from 
> ARC/DKIM/SPF/DMARC.  We've been seeing Google requiring DKIM authentication 
> lately so we wanted to confirm that wasn't the issue.
> 
> Are you sending bulk emails? I noticed it's the BBB and they send a lot of 
> messages people might mark as spam.
> 
> The error from Google says that their antispam system has marked it as spam.  
> Is there any content of note in your messages that are getting blocked?  
> Anything like links in a signature to URLs that might be in a blocklist?
> 
> One thought to get that escalated is to email a Google Workspace paying 
> customer and have them make a support request about the issue.
> 
> Regards,
> 
> KAM
> 
> 
> On 10/26/2023 4:07 PM, Mark Stanley via mailop wrote:
>> RAPTOR REMARK: Alert! Please be careful! This email is from an EXTERNAL 
>> sender. Be aware of impersonation and credential theft.
>> 
>> KAM - I sent a message as one of my users to that email address you supplied 
>> and listed below is the bounceback message we get:
>> 
>> More Info for Email Admins
>> Status code: 550 5.7.350
>> 
>> When Office 365 tried to send the message to the recipient (outside Office 
>> 365), the recipient's email server (or email filtering service) suspected 
>> the sender's message is spam.
>> 
>> If the sender can't fix the problem by modifying their message, contact the 
>> recipient's email admin and ask them to add your domain name, or the 
>> sender's email address, to their list of allowed senders.
>> 
>> Although the sender may be able to alter the message contents to fix this 
>> issue, it's likely that only the recipient's email admin can fix this 
>> problem. Unfortunately, Office 365 Support is unlikely to be able to help 
>> fix these kinds of externally reported errors.
>> 
>> Original Message Details
>> Created Date: 10/26/2023 8:05:05 PM
>> Sender Address:       ba...@richmond.bbb.org
>> Recipient Address:    markwstanley2...@gmail.com
>> Subject:      testing again
>> 
>> Error Details
>> Error:        550 5.7.350 Remote server returned message detected as spam -> 
>> 550 5.7.1 [104.47.57.168 12] Our system has detected that this message 
>> is;likely unsolicited mail. To reduce the amount of spam sent to Gmail,;this 
>> message has been blocked. Please visit; 
>> https://support.google.com/mail/?p=UnsolicitedMessageError for 
>> more;information. m14-20020a5d4a0e000000b003296b69535csi124898wrq.495 - gsmtp
>> Message rejected by:  mx.google.com
>> 
>> Notification Details
>> Sent by:      BL3PR04MB8106.namprd04.prod.outlook.com
>> 
>> We experienced a brief respite from all this yesterday afternoon and all 
>> users could actively send to Google domains. As of about noon today, it 
>> started happening again.
>> 
>> Mark W. Stanley, Managed Services Engineer Richweb, Inc.  /
>> mstan...@corp.richweb.com
>> O: 804-368-0421 X 120
>> richweb.com / hvens.com
>> 
>> -----Original Message-----
>> From: mailop <mailop-boun...@mailop.org> On Behalf Of
>> mailop-requ...@mailop.org
>> Sent: Thursday, October 26, 2023 3:54 PM
>> To: mailop@mailop.org
>> Subject: [SUSPECTED SPAM] mailop Digest, Vol 39, Issue 48
>> 
>> Caution! This message was sent from outside your organization.
>> 
>> Send mailop mailing list submissions to
>>      mailop@mailop.org
>> 
>> To subscribe or unsubscribe via the World Wide Web, visit
>>      https://list.mailop.org/listinfo/mailop
>> or, via email, send a message with subject or body 'help' to
>>      mailop-requ...@mailop.org
>> 
>> You can reach the person managing the list at
>>      mailop-ow...@mailop.org
>> 
>> When replying, please edit your Subject line so it is more specific than 
>> "Re: Contents of mailop digest..."
>> 
>> 
>> Today's Topics:
>> 
>>    1. Re: Still Don't understand Google's relaying systems..
>>       Duplicate Return-Path, and other things.. (Atro Tossavainen)
>>    2. Re: [External] Need Help with Google Deliverability Issue
>>       (Kevin A. McGrail)
>> 
>> 
>> ----------------------------------------------------------------------
>> 
>> Message: 1
>> Date: Thu, 26 Oct 2023 22:17:49 +0300
>> From: Atro Tossavainen <mail...@atrotossavainen.fi>
>> To: mailop@mailop.org
>> Subject: Re: [mailop] Still Don't understand Google's relaying
>>      systems.. Duplicate Return-Path, and other things..
>> Message-ID: <20231026191749.gq28...@dm7.infinitemho.fi>
>> Content-Type: text/plain; charset=iso-8859-1
>> 
>>> They're a legit Google customer. What's there to marvel at?
>> https://developers.google.com/gmail/api/guides <- have a look.
>> 
>> --
>> Atro Tossavainen, Founder, Partner
>> Koli-Lõks OÜ (reg. no. 12815457, VAT ID EE101811635) Tallinn, Estonia
>> tel. +372-5883-4269, https://www.koliloks.eu/
>> 
>> 
>> ------------------------------
>> 
>> Message: 2
>> Date: Thu, 26 Oct 2023 15:43:53 -0400
>> From: "Kevin A. McGrail" <kevin.mcgrail-mai...@pccc.com>
>> To: mailop@mailop.org
>> Subject: Re: [mailop] [External] Need Help with Google Deliverability
>>      Issue
>> Message-ID: <726fd9fa-da01-4d35-b711-25bbd218a...@pccc.com>
>> Content-Type: text/plain; charset="utf-8"; Format="flowed"
>> 
>> Mark, was there a bounce message with any information?
>> 
>> Send a message to raptorloopb...@raptoremailsecurity.com and that will
>> tell you what that spam scanner sees to check your SPF, DKIM, DMARC, etc.
>> 
>> Regards,
>> KAM
>> 
>> On 10/26/2023 3:13 PM, Mark Stanley via mailop wrote:
>>> I have recently migrated one of our customers from Google to
>>> Office365 and have been encountering deliverability issues when
>>> sending to Google
>>> 
>>> Raptor Remark: Please be careful! This email is from an EXTERNAL
>>> sender. Be aware of impersonation and credential theft.
>>> 
>>> I have recently migrated one of our customers from Google to
>>> Office365 and have been encountering deliverability issues when
>>> sending to Google-related domains. All other domains are perfectly
>>> fine and haven’t seen any issues. Listed below are the headers for a
>>> bounced email to a Gmail account:
>>> 
>>> ARC-Seal: i=2; a=rsa-sha256; s=arcselector9901; d=microsoft.com;
>>> cv=pass;
>>> 
>>> b=IUdOSeOS2v8fBqFRT+2+ob/64xDWHCrxU6br11+L6Gjlytj2kEMHoVq7TCpkgY1uKHg
>>> /IxVBQh1bpLReem8wfvKVM4ncibBVmls1IAmgt/fFxBThm7Vgfc3HZUlmk0NYy+0ifABU
>>> O8cVWXE9nz0/XyjTXfmI2lo0CX4Ysgk+mN5FxmFHz1yCDYJomM0k8Naxr7+nO8d9TC7TQ
>>> /U2QlH6aHfa2I+kHP/vxNAYPumA6At7aBtXh7o5ULqNt3LDrW/tTJua/8M6Z5KZccU2GH
>>> a/wlEaaEH4g9/cLSPGn28kDx5bj1j5jMdl7zXjnETZYymGCEKFJwJMOFecCl3kI4YX7g=
>>> =
>>> 
>>> 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-Exchang
>>> e-AntiSpam-MessageData-ChunkCount:X-MS-Exchange-AntiSpam-MessageData-
>>> 0:X-MS-Exchange-AntiSpam-MessageData-1;
>>> 
>>> bh=U1XPevLPW3kgepb4RRUmQy20bmFrzeFdm+z8xjlDhQo=;
>>> 
>>> b=MveUHC2brc6+/jbu/Q1RrDABPlHSagEN1omoqqUmP04RPTk60M+AZtFEC2tF2LImub4
>>> A1RvvL/w9FjP+lysSfftGpywNPazJHaPgGiW44cqS2S84sGkJFDgHCivhnSfBKYBKHFGv
>>> AZhjYe16CXWERd//M0u/yGtTRPoG8J/OSKUcugiMpsburQ6ffOHOmRLERu+w8fBKn7A+4
>>> rwIDoKP2/efhZNJ7xQWk/Z6MAB32UXmxWPYOY+/kUMRyQ1Z5Sf2ZAT9MoRnVldID4W9He
>>> GMA75Ticxl8Dt0e/Q+XoD4f7BEHKpwoznNEr9HSLNQXkQSbSuPharKncn3fZEyIbQh6A=
>>> =
>>> 
>>> ARC-Authentication-Results: i=2; mx.microsoft.com 1; spf=pass (sender
>>> ip is
>>> 
>>> 198.154.181.224) smtp.rcpttodomain=gmail.com
>>> smtp.mailfrom=richmond.bbb.org;
>>> 
>>> dmarc=pass (p=none sp=none pct=100) action=none
>>> header.from=richmond.bbb.org;
>>> 
>>> dkim=pass (signature was verified) header.d=richmond.bbb.org;
>>> dkim=pass
>>> 
>>> (signature was verified)
>>> header.d=mail-dkim-us-west-2.prod.hydra.sophos.com;
>>> 
>>> arc=pass (0 oda=1 ltdi=1 spf=[1,1,smtp.mailfrom=richmond.bbb.org]
>>> 
>>> dkim=[1,1,header.d=richmond.bbb.org]
>>> 
>>> dmarc=[1,1,header.from=richmond.bbb.org])
>>> 
>>> DKIM-Signature: v=1; a=rsa-sha256; c=relaxed/relaxed;
>>> d=richmond.bbb.org;
>>> 
>>> s=selector1;
>>> 
>>> h=From:Date:Subject:Message-ID:Content-Type:MIME-Version:X-MS-Exchang
>>> e-SenderADCheck;
>>> 
>>> bh=U1XPevLPW3kgepb4RRUmQy20bmFrzeFdm+z8xjlDhQo=;
>>> 
>>> b=IBp6WddL0tAEtjsUg9TLjHYmU5nmyIqGMASfttCAkZzzJQLOspzOwgifiLEXyz3lfCw
>>> mIC89UkBptAT4Z0p5sFvDUNDTtWkMoK5nPxNpjJAZenjDXSrwRfwcj0WOjcLV7VaIvVYy
>>> Es2Db+8tikyWrR2VJ2I9iNAYJkIWqwP50u9jcPYUj3FHKR44B7cxTz1VXeegS2RPjZ968
>>> HuIvKsGx6gKSgtWobvcPsYgNA3apo1BZ/Y+i3h7cGx1cdJJPED5uyyeIj8dZ/l28DoMSE
>>> TkT29DVqCcKvgbVQUyM2URBFUgvksANuYRRjFcE119QOlQSsyGyl1ligENnsozK5MyYQ=
>>> =
>>> 
>>> Received: from DM6PR07CA0095.namprd07.prod.outlook.com
>>> (2603:10b6:5:337::28)
>>> 
>>> by CO6PR04MB8329.namprd04.prod.outlook.com (2603:10b6:303:134::10)
>>> with
>>> 
>>> Microsoft SMTP Server (version=TLS1_2,
>>> 
>>> cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.6933.22; Thu,
>>> 26 Oct
>>> 
>>> 2023 19:00:26 +0000
>>> 
>>> Received: from DS1PEPF0001708E.namprd03.prod.outlook.com
>>> 
>>> (2603:10b6:5:337:cafe::30) by DM6PR07CA0095.outlook.office365.com
>>> 
>>> (2603:10b6:5:337::28) with Microsoft SMTP Server (version=TLS1_2,
>>> 
>>> cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.6933.19 via
>>> Frontend
>>> 
>>> Transport; Thu, 26 Oct 2023 19:00:25 +0000
>>> 
>>> X-MS-Exchange-Authentication-Results: spf=pass (sender IP is
>>> 198.154.181.224)
>>> 
>>> smtp.mailfrom=richmond.bbb.org; dkim=pass (signature was verified)
>>> 
>>> header.d=richmond.bbb.org;dmarc=pass action=none
>>> 
>>> header.from=richmond.bbb.org;
>>> 
>>> Received-SPF: Pass (protection.outlook.com: domain of
>>> richmond.bbb.org
>>> 
>>> designates 198.154.181.224 as permitted sender)
>>> 
>>> receiver=protection.outlook.com; client-ip=198.154.181.224;
>>> 
>>> helo=mfod-usw2.prod.hydra.sophos.com; pr=C
>>> 
>>> Received: from mfod-usw2.prod.hydra.sophos.com (198.154.181.224) by
>>> 
>>> DS1PEPF0001708E.mail.protection.outlook.com (10.167.17.134) with
>>> Microsoft
>>> 
>>> SMTP Server (version=TLS1_2,
>>> cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id
>>> 
>>> 15.20.6933.18 via Frontend Transport; Thu, 26 Oct 2023 19:00:25 +0000
>>> 
>>> Received: from ip-172-17-2-248.us-west-2.compute.internal
>>> (ip-172-17-2-248.us-west-2.compute.internal [127.0.0.1])
>>> 
>>>     by mfod-usw2.prod.hydra.sophos.com (Postfix) with ESMTP id
>>> 4SGZqr6KmBzdZMC
>>> 
>>>        for <markwstanley2...@gmail.com>; Thu, 26 Oct 2023 19:00:24
>>> +0000 (UTC)
>>> 
>>> X-Sophos-Product-Type: Mailflow
>>> 
>>> X-Sophos-Email-ID: 331699fdd3364172b148bf658ab8ad0a
>>> 
>>> Received: from NAM12-DM6-obe.outbound.protection.outlook.com
>>> 
>>> (mail-dm6nam12lp2169.outbound.protection.outlook.com [104.47.59.169])
>>> 
>>> (using TLSv1.2 with cipher ECDHE-RSA-AES256-GCM-SHA384 (256/256
>>> bits))
>>> 
>>> (No client certificate requested)
>>> 
>>> by mf-outbound-usu-west-2.prod.hydra.sophos.com (Postfix) with ESMTPS
>>> id
>>> 
>>> 4SGZqq1wzhzRhQn
>>> 
>>> for <markwstanley2...@gmail.com>; Thu, 26 Oct 2023 19:00:23 +0000
>>> (UTC)
>>> 
>>> ARC-Seal: i=1; a=rsa-sha256; s=arcselector9901; d=microsoft.com;
>>> cv=none;
>>> 
>>> b=kJDl3l74RdoxT1QOA0ix5VgwvFhYhqzcUgGkZr0vhcxIyulP8EGiqJBMBBHFnEBAvzw
>>> Yh6Wl3yoAV1RR5U6jCUuNWAHYG6lqhXMRycSJXMZCbJGY+k8DMwhMVOY48VMec+GZ8SzQ
>>> OfjzIzoZ3eF6eLKvgc9ZVRyIP4y5EV3oOxn1SXnNP4uXC9Y6X+FLUW00R/RTiHFPlytHt
>>> 4hhEktZ/5bGIMHknGHbLhcfsulVbFAfDPxCuI0lqwkpTOrlX4EjOEI09nEXghzxBhAOUm
>>> LX4eFJBcRfzMlUDlriv6gyYniTKeOVNuwn7eOb6Smy4W7STqkRth8Z48BmFYVCcexKMw=
>>> =
>>> 
>>> ARC-Message-Signature: i=1; a=rsa-sha256; c=relaxed/relaxed;
>>> d=microsoft.com;
>>> 
>>>  s=arcselector9901;
>>> 
>>> h=From:Date:Subject:Message-ID:Content-Type:MIME-Version:X-MS-Exchang
>>> e-AntiSpam-MessageData-ChunkCount:X-MS-Exchange-AntiSpam-MessageData-
>>> 0:X-MS-Exchange-AntiSpam-MessageData-1;
>>> 
>>> bh=U1XPevLPW3kgepb4RRUmQy20bmFrzeFdm+z8xjlDhQo=;
>>> 
>>> b=j2oLsbNnA/8EGoq5tIM6WVMrAI8PefNYnRWMOmg9EoJTFxXNOViT1vcYZ1Tv80gLv/W
>>> ICsLnQTBQrxDExEwVBZ636+WRwdjj9vOo0Mh6+O/mt8PDPxGLP+DfAxi0O000rB7d0hsQ
>>> 6gugFt17fTwmrY7shWwVS94HM1SYFtcwpAJgeWLMJhgBrFCvWl1NzFtK7kLcmEzZL2RKC
>>> Y+jy2MzFQMBJIcwM1G9pImeuxXM8evpuih/Q7GTnBivqS7Al2c4W0JnJCFoLopkJGYcTD
>>> ddHPbg5PpopBWjR6UrbNXHvlCZeMsXXFQThIv9ZCcQnVgCHJZ4Ou84eskjk6eyRyQnbQ=
>>> =
>>> 
>>> ARC-Authentication-Results: i=1; mx.microsoft.com 1; spf=pass
>>> 
>>> smtp.mailfrom=richmond.bbb.org; dmarc=pass action=none
>>> 
>>> header.from=richmond.bbb.org; dkim=pass header.d=richmond.bbb.org;
>>> arc=none
>>> 
>>> DKIM-Signature: v=1; a=rsa-sha256; c=relaxed/relaxed;
>>> d=richmond.bbb.org;
>>> 
>>> s=selector1;
>>> 
>>> h=From:Date:Subject:Message-ID:Content-Type:MIME-Version:X-MS-Exchang
>>> e-SenderADCheck;
>>> 
>>> bh=U1XPevLPW3kgepb4RRUmQy20bmFrzeFdm+z8xjlDhQo=;
>>> 
>>> b=IBp6WddL0tAEtjsUg9TLjHYmU5nmyIqGMASfttCAkZzzJQLOspzOwgifiLEXyz3lfCw
>>> mIC89UkBptAT4Z0p5sFvDUNDTtWkMoK5nPxNpjJAZenjDXSrwRfwcj0WOjcLV7VaIvVYy
>>> Es2Db+8tikyWrR2VJ2I9iNAYJkIWqwP50u9jcPYUj3FHKR44B7cxTz1VXeegS2RPjZ968
>>> HuIvKsGx6gKSgtWobvcPsYgNA3apo1BZ/Y+i3h7cGx1cdJJPED5uyyeIj8dZ/l28DoMSE
>>> TkT29DVqCcKvgbVQUyM2URBFUgvksANuYRRjFcE119QOlQSsyGyl1ligENnsozK5MyYQ=
>>> =
>>> 
>>> DKIM-Signature: v=1; a=rsa-sha256; q=dns/txt; c=relaxed/relaxed;
>>> t=1698346819;
>>> 
>>>  s=v1; d=mail-dkim-us-west-2.prod.hydra.sophos.com;
>>> 
>>> h=Content-Type:Date:Subject:To:From;
>>> 
>>> bh=U1XPevLPW3kgepb4RRUmQy20bmFrzeFdm+z8xjlDhQo=;
>>> 
>>> b=jcJw6d6HDGLRjPmeM/Ye+DF43hHJMaao4by5+Jfi6F45SAggkc4D41+8pFSpNk2t
>>> 
>>> Qx7LNQOyPjHyJ4K1AqYgL973657era/YNEniTZsHKZS5CIyFqjxQBu73Uk0YkrXzw3W
>>> 
>>> L6oNeNo4Bp/kKYZXG8aKNFFBTUkea06TysmByIp4T+AiSUca1JkVpcciwzviaqhoc18
>>> 
>>> lP9L/2U/ORZUDEzh037Jmx0CKYP30w9Ry3fp9cYmfkGUSvY0lIu2fwa5mDodB65OWjp
>>> 
>>> uoIFFVzDGfpi28usziso1gO89Ih7n0MMIj6TTrGJx0ZzuxKXZilwUIg9zKNr8ey1Gka
>>> 
>>> LtUlmxEqag==
>>> 
>>> Received: from BY5PR04MB6706.namprd04.prod.outlook.com
>>> (2603:10b6:a03:22e::24)
>>> 
>>> by MN2PR04MB7134.namprd04.prod.outlook.com (2603:10b6:208:1e3::24)
>>> 
>>> with Microsoft SMTP Server (version=TLS1_2,
>>> 
>>> cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.6933.19; Thu,
>>> 26 Oct
>>> 
>>> 2023 19:00:20 +0000
>>> 
>>> Received: from BY5PR04MB6706.namprd04.prod.outlook.com
>>> 
>>> ([fe80::4324:9275:a4f7:113c]) by
>>> BY5PR04MB6706.namprd04.prod.outlook.com
>>> 
>>> ([fe80::4324:9275:a4f7:113c%3]) with mapi id 15.20.6933.019; Thu, 26
>>> Oct 2023
>>> 
>>> 19:00:19 +0000
>>> 
>>> Any insight into this is greatly appreciated. We have getting bounce
>>> backs for several days now, but experienced a brief period where
>>> Google domains were able to be reached.
>>> 
>>> *Mark W. Stanley, Managed Services Engineer*
>>> 
>>> Richweb, Inc.  / mstan...@corp.richweb.com
>>> 
>>> O: 804-368-0421 X 120
>>> 
>>> richweb.com / hvens.com
>>> 
>>> 
>>> RAPTOR REMARK: Alert! Please be careful! This email is from an EXTERNAL 
>>> sender. Be aware of impersonation and credential theft.
>>> 
>>> _______________________________________________
>>> mailop mailing list
>>> mailop@mailop.org
>>> https://list.mailop.org/listinfo/mailop
>> -------------- next part -------------- An HTML attachment was
>> scrubbed...
>> URL:
>> <https://list.mailop.org/private/mailop/attachments/20231026/96d95649/
>> attachment.htm>
>> 
>> ------------------------------
>> 
>> Subject: Digest Footer
>> 
>> _______________________________________________
>> mailop mailing list
>> mailop@mailop.org
>> https://list.mailop.org/listinfo/mailop
>> 
>> 
>> ------------------------------
>> 
>> End of mailop Digest, Vol 39, Issue 48
>> **************************************
>> _______________________________________________
>> mailop mailing list
>> mailop@mailop.org
>> https://list.mailop.org/listinfo/mailop
> _______________________________________________
> mailop mailing list
> mailop@mailop.org
> https://list.mailop.org/listinfo/mailop

_______________________________________________
mailop mailing list
mailop@mailop.org
https://list.mailop.org/listinfo/mailop

Reply via email to