AOL is rejecting messages from VB.

[Aros12]

We are using external SMTP (Office 365) with VB5. Everything is setup correctly as far as our SMTP settings, we can send mail to gmail, comcast, etc using the diagnostics. The issue is with AOL. All messages sent to AOL users are blocked by the AOL servers with the following message:

Remote Server returned '521 5.2.1 : AOL will not accept delivery of this message.'

We have SPF setup on our domain for Office 365. We also have reverse DNS setup where our VB server's IP address does resolve to our forum at www.hobbysquawk.com . I know AOL is very picky about DNS, and I'm wondering if we have to somehow make the AOL systems know that Microsoft's Office 365 servers are allowed to send mail on behalf of Vbulletin; which is what SPF and DKIM are supposed to do.

Here is the complete error log from the AOL rejection, hopefully this helps shed some light.

mtaiw-laa04.mx.aol.com
Remote Server returned '521 5.2.1 : AOL will not accept delivery of this message.'
Original message headers:
DKIM-Signature: v=1; a=rsa-sha256; c=relaxed/relaxed;
d=MotionRC.onmicrosoft.com; s=selector1-hobbysquawk-com;
h=Fromate:Subject:Message-ID:Content-Type:MIME-Version;
bh=ziyhSg3LT8U1aQ+D8JRgg+kIONQtXf8Xw+ynWkwYjmc=;
b=jyrpzHohVr7FGI/j7hNBPN9YG4zIC+47Eg+eZCq0fkygBJXUqpzLOAn0zZEiJ4XhE JLCz2e4xMxybpalojlEonA3h6/UbOF4C+fXLZZSFshFXwISwMIkK8c5KvFP7QIA3t238xstbAY5O qicwYfvaDp1XgpGsolGA+tgKQlWeKQ=
Authentication-Results: spf=none (sender IP is )
smtp.mailfrom=private@hobbysquawk.com;
Received: from smtp.office365.com (2607:f1c0:850:9f00::8d:2863) by
BN3PR1101MB1107.namprd11.prod.outlook.com (10.165.75.133) with Microsoft SMTP
Server (version=TLS1_2, cipher=TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA384_P384) id
15.1.734.8; Sun, 27 Nov 2016 22:33:40 +0000

Date: Sun, 27 Nov 2016 22:33:41 +0000
To: <ruffnxxxxx@aol.com>
From: Hobby Squawk - RC Airplane and Helicopter Community
<private@hobbysquawk.com>
Auto-Submitted: auto-generated
Return-Path: private@hobbysquawk.com
Message-ID: <20161127223337.a82daf6d64d0@www.hobbysquawk.com >
MIME-Version: 1.0
Content-Type: text/plain; charset="ISO-8859-1"
Content-Transfer-Encoding: 8bit
X-Mailer: vBulletin Mail via PHP
Subject: Your login details for Hobby Squawk - RC Airplane and Helicopter Community
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X-ClientProxiedBy: BN6PR2001CA0020.namprd20.prod.outlook.com (10.172.112.158)
To BN3PR1101MB1107.namprd11.prod.outlook.com (10.165.75.133)
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[Dave]

I found some information on this page: https://postmaster.aol.com/error-codes (under "other errors")

Originally Posted by AOL

AOL will not accept delivery of this message
This is a permanent bounce due to:

• RFC2822 From domain does not match the rDNS of sending server.
• RFC 2822 FROM address does not have an A record and is not a valid domain.
• IP has a poor reputation and mail is sent to multiple recipients.
• There are multiple From address in the mail headers and the IP reputation is poor.

Maybe that will help you out.
If that doesn't help you out, you can attempt to create a ticket here in order to reach out to AOL. (under "other issues")

I would also do a blacklist check here: http://mxtoolbox.com/blacklists.aspx and run diagnostics here: http://mxtoolbox.com/diagnostic.aspx. That shows that your reverse DNS is not a valid hostname.

Originally Posted by mxtoolbox

Your Reverse DNS Record (PTR) is not a valid host name. According to email sending best practices, a PTR Record should be a valid host name. If the PTR Record is not a valid hostname, there is a likelihood that you will experience email delivery issues with anti-spam services.

[Aros12]

Thanks Dave I will check those out!