-3

I hope this question is valid on here, if not I apologize.

I have a VPS server setup with PowerMTA and InterSpire, I just purchased the server and then I had an "expert" setup the rest. The VPS has all needs for a regular email server setup, like all ports open and rDNS.

Now my issue is the fact that whenever I try to create an email campaign and test it, by sending it to my own hotmail and gmail account. The email goes straight in the spam folder. I know my IPs are clean as I have tested them, I know the email content isn't spam as I have also tested that to be 100% clear. But then I read somewhere, that often times the issue is the SMTP settings. I am slightly familiar with the different SMTP ports and know the usual one is port 25. However the one setup on my server is port 457, which I have never heard of and can't find any information about when searching for it on Google.

The "expert" tells me that the setup is properly made, but I have doubt and want to make sure regarding this port number.

Underneath is the Hotmail email source code, which categorized as spam

Received: from CY1NAM02HT172.eop-nam02.prod.protection.outlook.com
 (2603:10a6:3:1a::14) by HE1P190MB0348.EURP190.PROD.OUTLOOK.COM with HTTPS via
 HE1PR0501CA0004.EURPRD05.PROD.OUTLOOK.COM; Wed, 11 Oct 2017 22:33:29 +0000
Received: from CY1NAM02FT036.eop-nam02.prod.protection.outlook.com
 (10.152.74.52) by CY1NAM02HT172.eop-nam02.prod.protection.outlook.com
 (10.152.74.224) with Microsoft SMTP Server (version=TLS1_2,
 cipher=TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA384_P384) id 15.20.77.10; Wed, 11
 Oct 2017 22:33:28 +0000
Authentication-Results: spf=none (sender IP is 000.00.000.00)
 smtp.mailfrom=domain.com; outlook.com; dkim=none (message not signed)
 header.d=none;outlook.com; dmarc=none action=none header.from=domain.com;
Received-SPF: None (protection.outlook.com: weagill.com does not designate
 permitted sender hosts)
Received: from api7.mydomain.com (000.00.000.00) by
 CY1NAM02FT036.mail.protection.outlook.com (10.152.75.124) with Microsoft SMTP
 Server (version=TLS1_2, cipher=TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA384_P384) id
 15.20.77.10 via Frontend Transport; Wed, 11 Oct 2017 22:33:28 +0000
X-IncomingTopHeaderMarker: OriginalChecksum:BC992A824A633B40E95CDFBA9D9DCFAB98F7CF27563607D0409892D8DC8FEC87;UpperCasedChecksum:9494047B3F3928A0EF261AE4497490C3F0881861EC441F2C914B60D389C185CD;SizeAsReceived:366;Count:10
To: <testreceiveemail@outlook.com>
Subject: Test Email System
Message-ID: <82cd27fb25d6274f943387cf1dfee31a@mydomain.com>
Return-Path: contact@domain.com
Date: Wed, 11 Oct 2017 22:33:27 +0000
From: <contact@domain.com>
Reply-To: <contact@domain.com>
Content-Type: text/plain; format=flowed; charset="UTF-8"
Content-Transfer-Encoding: 8bit
X-IncomingHeaderCount: 10
X-MS-Exchange-Organization-Network-Message-Id: e3f87ba3-ae12-4d3f-ddd9-08d510f81826
X-EOPAttributedMessage: 0
X-EOPTenantAttributedMessage: 84df9e7f-e9f6-40af-b435-aaaaaaaaaaaa:0
X-MS-Exchange-Organization-MessageDirectionality: Incoming
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X-Forefront-Antispam-Report: EFV:NLI;SFV:NSPM;SFS:(98901004);DIR:INB;SFP:;SCL:1;SRVR:CY1NAM02HT172;H:api7.mydomain.com;FPR:;SPF:None;LANG:;
X-MS-Exchange-Organization-AuthSource: CY1NAM02FT036.eop-nam02.prod.protection.outlook.com
X-MS-Exchange-Organization-AuthAs: Anonymous
X-MS-PublicTrafficType: Email
X-MS-Office365-Filtering-Correlation-Id: e3f87ba3-ae12-4d3f-ddd9-08d510f81826
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X-MS-TrafficTypeDiagnostic: CY1NAM02HT172:
X-MS-Exchange-EOPDirect: true
X-Sender-IP: 142.44.227.57
X-SID-PRA: CONTACT@DOMAIN.COM
X-SID-Result: NONE
X-MS-Exchange-Organization-PCL: 2
X-Exchange-Antispam-Report-Test: UriScan:;
X-Exchange-Antispam-Report-CFA-Test: BCL:0;PCL:0;RULEID:(100000700101)(100105000095)(100000701101)(100105300095)(100000702101)(100105100095)(444111536)(595095)(82015058);SRVR:CY1NAM02HT172;BCL:0;PCL:0;RULEID:(100000800101)(100110000095)(100000801101)(100110300095)(100000802101)(100110100095)(100000803101)(100110400095)(100000804101)(100110200095)(100000805101)(100110500095);SRVR:CY1NAM02HT172;
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SpamDiagnosticOutput: 1:99
SpamDiagnosticMetadata: NSPM
X-OriginatorOrg: outlook.com
X-MS-Exchange-CrossTenant-OriginalArrivalTime: 11 Oct 2017 22:33:28.3896
 (UTC)
X-MS-Exchange-CrossTenant-Id: 84df9e7f-e9f6-40af-b435-aaaaaaaaaaaa
X-MS-Exchange-CrossTenant-FromEntityHeader: Internet
X-MS-Exchange-Transport-CrossTenantHeadersStamped: CY1NAM02HT172
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MIME-Version: 1.0

Hi,
This is a test of the emailing system. If you received this ok, then
everything is working as it should.
  • 1
    If you use the term email campaign, then most likely it is spam. – anx Oct 11 '17 at 23:10
  • @anx the terms "email campaign" is simply what InterSpire calls it when creating an email to send out. – DevLiv Oct 11 '17 at 23:12
  • @anx I really appreciate the feedback and will look into the points you mentioned. Thank you. – DevLiv Oct 11 '17 at 23:37
  • For a mail campaign you should use product like mailchimp, that got burst control to not flood a host and getting tagged as spam imediatly. – yagmoth555 - GoFundMe Monica Oct 12 '17 at 0:54
1

To receive internet e-mail a SMTP server needs to listen to port 25, but the port number that your server accepts and which you need configure in your mail client to send outgoing e-mail is not very relevant, TCP port 587 (or the albeit deprecated 465) would be more conventional but is not better or worse than 457.

The header you posted:

Authentication-Results: spf=none (sender IP is 000.00.000.00)
 smtp.mailfrom=domain.com; outlook.com; dkim=none (message not signed)
 header.d=none;outlook.com; dmarc=none action=none header.from=domain.com;
Received-SPF: None (protection.outlook.com: weagill.com does not designate
 permitted sender hosts)

Would indicate that neither your outgoing mailserver nor your domain is completely configured yet.

You still need to set up SPF, DKIM and DMARC.

  • I appreciate the feedback, I have changed the domain and mailserver situation. As I had made the mistake of changing the domain in one of the settings, which didn't show properly. I will look into the rest, thank you. – DevLiv Oct 12 '17 at 16:20

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