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  1. #1

    trouble with emails from VPS flagged as spam

    I've been having trouble with emails sent through google. Most of them get sent to spam in gmail. I tried to send an email to the website yelp.com, apparently they are managed by google, the email got immediately rejected. When I sent the same email to yelp.com from my work address it was accepted.

    Below are two headers, one to yelp.com apparently managed by google and another to gmail. I'd really appreciate any insights as to why Google doesn't like my VPS.

    Code:
    Received: by 10.114.164.5 with SMTP id m5mr3708216wae.195.1254883918698;
            Tue, 06 Oct 2009 19:51:58 -0700 (PDT)
    Received: by 10.114.164.5 with SMTP id m5mr3708189wae.195.1254883917905;
            Tue, 06 Oct 2009 19:51:57 -0700 (PDT)
    Return-Path: <[email protected]>
    Received: from host.theinternets.cc (host.theinternets.cc [67.222.14.21])
            by mx.google.com with ESMTP id 16si16447238pzk.40.2009.10.06.19.51.57;
            Tue, 06 Oct 2009 19:51:57 -0700 (PDT)
    Received-SPF: pass (google.com: domain of [email protected] designates 67.222.14.21 as permitted sender) client-ip=67.222.14.21;
    Authentication-Results: mx.google.com; spf=pass (google.com: domain of [email protected] designates 67.222.14.21 as permitted sender) [email protected]
    Received: from cpe-68-173-80-22.nyc.res.rr.com ([68.173.80.22] helo=[192.168.1.112])
    	by host.theinternets.cc with esmtpsa (TLSv1:AES256-SHA:256)
    	(Exim 4.69)
    	(envelope-from <[email protected]>)
    	id 1MvMdA-0004G7-IE
    	for [email protected]; Tue, 06 Oct 2009 22:51:57 -0400
    Message-ID: <[email protected]>
    Date: Tue, 06 Oct 2009 22:51:25 -0400
    From: USERNAME Glasman <[email protected]>
    User-Agent: Thunderbird 2.0.0.23 (Windows/20090812)
    MIME-Version: 1.0
    To: "Marvin @ Yelp HQ" <[email protected]>
    Subject: teste
    Content-Type: text/plain; charset=ISO-8859-1; format=flowed
    Content-Transfer-Encoding: 7bit
    X-AntiAbuse: This header was added to track abuse, please include it with any abuse report
    X-AntiAbuse: Primary Hostname - host.theinternets.cc
    X-AntiAbuse: Original Domain - yelp.com
    X-AntiAbuse: Originator/Caller UID/GID - [47 12] / [47 12]
    X-AntiAbuse: Sender Address Domain - jglasman.name
    
    
    Delivered-To: [email protected]
    Received: by 10.223.122.131 with SMTP id l3cs413399far;
            Tue, 6 Oct 2009 19:58:54 -0700 (PDT)
    Received: by 10.115.149.4 with SMTP id b4mr3802882wao.18.1254884332612;
            Tue, 06 Oct 2009 19:58:52 -0700 (PDT)
    Return-Path: <[email protected]>
    Received: from host.theinternets.cc (host.theinternets.cc [67.222.14.21])
            by mx.google.com with ESMTP id 33si5507072pzk.36.2009.10.06.19.58.52;
            Tue, 06 Oct 2009 19:58:52 -0700 (PDT)
    Received-SPF: pass (google.com: domain of [email protected] designates 67.222.14.21 as permitted sender) client-ip=67.222.14.21;
    Authentication-Results: mx.google.com; spf=pass (google.com: domain of [email protected] designates 67.222.14.21 as permitted sender) [email protected]
    Received: from cpe-68-173-80-22.nyc.res.rr.com ([68.173.80.22] helo=[192.168.1.112])
    	by host.theinternets.cc with esmtpsa (TLSv1:AES256-SHA:256)
    	(Exim 4.69)
    	(envelope-from <[email protected]>)
    	id 1MvMjK-0008H5-AX
    	for [email protected]; Tue, 06 Oct 2009 22:58:51 -0400
    Message-ID: <[email protected]>
    Date: Tue, 06 Oct 2009 22:57:46 -0400
    From: USERNAME Glasman <[email protected]>
    User-Agent: Thunderbird 2.0.0.23 (Windows/20090812)
    MIME-Version: 1.0
    To: [email protected]
    Subject: test
    Content-Type: text/plain; charset=ISO-8859-1; format=flowed
    Content-Transfer-Encoding: 7bit
    X-AntiAbuse: This header was added to track abuse, please include it with any abuse report
    X-AntiAbuse: Primary Hostname - host.theinternets.cc
    X-AntiAbuse: Original Domain - gmail.com
    X-AntiAbuse: Originator/Caller UID/GID - [47 12] / [47 12]
    X-AntiAbuse: Sender Address Domain - jglasman.name

  2. #2
    Join Date
    Apr 2003
    Location
    NC
    Posts
    3,080
    make sure you have:

    domain keys
    SPF
    reverse dns
    John W, CISSP, C|EH
    MS Information Security and Assurance
    ITEagleEye.com - Server Administration and Security
    Yawig.com - Managed VPS and Dedicated Servers with VIP Service

  3. #3
    I believe all of that checks out. Google adds "as permitted sender" to the header and I've run the domains through dnsstuff

  4. #4
    Join Date
    Dec 2007
    Posts
    1,277
    I wasn't aware that gmail required DK. We don't use it and have a hit/miss ratio emailing gmail.

    Your ip 67.222.14.21 seems clean, gmail doesn't release any of it's information as to how it goes about listing ip's as spam nor have I heard of them talking to anyone.

    Most other free services will talk to you if you have problems emailing them, but not google.

    I would try sending emails with different subjects and perhaps more solid content without links.

    This would be a start. This problem has nothing to do with it being a VPS.
    James Paul Woods
    Operations Manager
    HostKitty Internet Services

  5. #5
    Thank you for the suggestions. I know the VPS isn't the problem but it affects all the domains on the VPS.

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