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+0ifABUO8cVWXE9nz0/XyjTXfmI2lo0CX4Ysgk+mN5FxmFHz1yCDYJomM0k8Naxr7+nO8d9TC7TQ/U2QlH6aHfa2I+kHP/vxNAYPumA6At7aBtXh7o5ULqNt3LDrW/tTJua/8M6Z5KZccU2GHa/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-Exchange-AntiSpam-MessageData-ChunkCount:X-MS-Exchange-AntiSpam-MessageData-0:X-MS-Exchange-AntiSpam-MessageData-1; bh=U1XPevLPW3kgepb4RRUmQy20bmFrzeFdm+z8xjlDhQo=; b=MveUHC2brc6+/jbu/Q1RrDABPlHSagEN1omoqqUmP04RPTk60M+AZtFEC2tF2LImub4A1RvvL/w9FjP+lysSfftGpywNPazJHaPgGiW44cqS2S84sGkJFDgHCivhnSfBKYBKHFGvAZhjYe16CXWERd//M0u/yGtTRPoG8J/OSKUcugiMpsburQ6ffOHOmRLERu+w8fBKn7A+4rwIDoKP2/efhZNJ7xQWk/Z6MAB32UXmxWPYOY+/kUMRyQ1Z5Sf2ZAT9MoRnVldID4W9HeGMA75Ticxl8Dt0e/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-Exchange-SenderADCheck; bh=U1XPevLPW3kgepb4RRUmQy20bmFrzeFdm+z8xjlDhQo=; b=IBp6WddL0tAEtjsUg9TLjHYmU5nmyIqGMASfttCAkZzzJQLOspzOwgifiLEXyz3lfCwmIC89UkBptAT4Z0p5sFvDUNDTtWkMoK5nPxNpjJAZenjDXSrwRfwcj0WOjcLV7VaIvVYyEs2Db+8tikyWrR2VJ2I9iNAYJkIWqwP50u9jcPYUj3FHKR44B7cxTz1VXeegS2RPjZ968HuIvKsGx6gKSgtWobvcPsYgNA3apo1BZ/Y+i3h7cGx1cdJJPED5uyyeIj8dZ/l28DoMSETkT29DVqCcKvgbVQUyM2URBFUgvksANuYRRjFcE119QOlQSsyGyl1ligENnsozK5MyYQ== 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<mailto: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<mailto: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=kJDl3l74RdoxT1QOA0ix5VgwvFhYhqzcUgGkZr0vhcxIyulP8EGiqJBMBBHFnEBAvzwYh6Wl3yoAV1RR5U6jCUuNWAHYG6lqhXMRycSJXMZCbJGY+k8DMwhMVOY48VMec+GZ8SzQOfjzIzoZ3eF6eLKvgc9ZVRyIP4y5EV3oOxn1SXnNP4uXC9Y6X+FLUW00R/RTiHFPlytHt4hhEktZ/5bGIMHknGHbLhcfsulVbFAfDPxCuI0lqwkpTOrlX4EjOEI09nEXghzxBhAOUmLX4eFJBcRfzMlUDlriv6gyYniTKeOVNuwn7eOb6Smy4W7STqkRth8Z48BmFYVCcexKMw== 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-Exchange-AntiSpam-MessageData-ChunkCount:X-MS-Exchange-AntiSpam-MessageData-0:X-MS-Exchange-AntiSpam-MessageData-1; bh=U1XPevLPW3kgepb4RRUmQy20bmFrzeFdm+z8xjlDhQo=; b=j2oLsbNnA/8EGoq5tIM6WVMrAI8PefNYnRWMOmg9EoJTFxXNOViT1vcYZ1Tv80gLv/WICsLnQTBQrxDExEwVBZ636+WRwdjj9vOo0Mh6+O/mt8PDPxGLP+DfAxi0O000rB7d0hsQ6gugFt17fTwmrY7shWwVS94HM1SYFtcwpAJgeWLMJhgBrFCvWl1NzFtK7kLcmEzZL2RKCY+jy2MzFQMBJIcwM1G9pImeuxXM8evpuih/Q7GTnBivqS7Al2c4W0JnJCFoLopkJGYcTDddHPbg5PpopBWjR6UrbNXHvlCZeMsXXFQThIv9ZCcQnVgCHJZ4Ou84eskjk6eyRyQnbQ== 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-Exchange-SenderADCheck; bh=U1XPevLPW3kgepb4RRUmQy20bmFrzeFdm+z8xjlDhQo=; b=IBp6WddL0tAEtjsUg9TLjHYmU5nmyIqGMASfttCAkZzzJQLOspzOwgifiLEXyz3lfCwmIC89UkBptAT4Z0p5sFvDUNDTtWkMoK5nPxNpjJAZenjDXSrwRfwcj0WOjcLV7VaIvVYyEs2Db+8tikyWrR2VJ2I9iNAYJkIWqwP50u9jcPYUj3FHKR44B7cxTz1VXeegS2RPjZ968HuIvKsGx6gKSgtWobvcPsYgNA3apo1BZ/Y+i3h7cGx1cdJJPED5uyyeIj8dZ/l28DoMSETkT29DVqCcKvgbVQUyM2URBFUgvksANuYRRjFcE119QOlQSsyGyl1ligENnsozK5MyYQ== 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<mailto:mstan...@corp.richweb.com> O: 804-368-0421 X 120 richweb.com / hvens.com
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