Re: [google-appengine] sending mail with google apps account from GAE application ends up in hotmail spam folder

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Joshua Smith

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May 20, 2013, 1:43:54 PM5/20/13
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The headers when you send from GAE are completely different. In fact, in some email readers, some of the headers are shown that really make GAE emails look like spam to humans, as well.

I haven't tried it, but I've heard that if you want reliable, non-spammy emails, you really cannot just use GAE. You need to send them from Amazon or one of the other 3rd parties who is in the "guaranteed delivery" business. Given that this has been an issue for YEARS, one has to conclude that google really doesn't care about this problem. (Or, perhaps, they kind of like this problem, since it makes GAE less attractive as a spam-platform.)

(Note that I've hit a wall with some corporate spam filters as well. Hotmail is not the only problem gateway when it comes to GAE emails.)

-Joshua

On May 20, 2013, at 7:47 AM, Tim van der Heijden <timbo...@gmail.com> wrote:

I deployed a google app engine application that send emails on behalf of a google apps account that is set up for my (non google) domain. Everything is configured in the right way; I successfully coupled google apps to my domain (added google mx records to dns), set up dkim and verified this and added an SPF record. The problem is that emails that are sent by my gae app on behalf of my google apps account still end up in the hotmail spam folders. (all other platforms seem to categorize it as not-spam)

What surprises me however is that when i sent an email from my google apps account (using gmail) to a hotmail address, the message does NOT end up in the spam folder. So apparently there is a difference between sending the mail from gmail and sending the mail from google app engine. 

Does anyone have experience with delivering gae emails succesfully to hotmail? Is there something that I might have overlooked?

thanks in advance,

Tim

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Vinny P

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May 22, 2013, 5:28:53 PM5/22/13
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On Monday, May 20, 2013 6:47:58 AM UTC-5, Tim van der Heijden wrote:
What surprises me however is that when i sent an email from my google apps account (using gmail) to a hotmail address, the message does NOT end up in the spam folder. So apparently there is a difference between sending the mail from gmail and sending the mail from google app engine. 
 
Mail sent from GAE always looks a little bit "off". For example, within the email the sending domain is not listed as google.com; it is listed as some-long-random-stream-of-gibberish.ewindeIWJd2382ewkj323d2N.apphosting.bounces.google.com. The same string is repeated as the return path. It just doesn't look professional - it looks downright spammy and a lot of filters will /dev/null any email coming from GAE.
 
You're better off with Sendgrid, Postmark, etc. Sending mail is a much harder problem than many people think it is; better to outsource it to someone else. If you want a recommendation, I would recommend Sendgrid.
 
I will say that GAE seems to have zero problems sending to Gmail addresses. I use GAE mail to send me status reports, errors, etc and I've never seen those emails get dumped to the spam folder.

-----------------
-Vinny P
Technology & Media Advisor
Chicago, IL
My Go side project: http://invalidmail.com/
 
 
 
 
 

Bryce Cutt

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May 23, 2013, 6:33:36 PM5/23/13
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I agree with Vinny. I managed to make things a bit better in the past by getting DKIM and SPF working for my Google Apps domain but still had lots of email blocked with no reporting telling me what happened.

I've tried a few third party email solutions and so far my favorite is Mandrill. I love being able to see deliverability details and analytics of every email sent.

- Bryce


On Monday, May 20, 2013 4:47:58 AM UTC-7, Tim van der Heijden wrote:
I deployed a google app engine application that send emails on behalf of a google apps account that is set up for my (non google) domain. Everything is configured in the right way; I successfully coupled google apps to my domain (added google mx records to dns), set up dkim and verified this and added an SPF record. The problem is that emails that are sent by my gae app on behalf of my google apps account still end up in the hotmail spam folders. (all other platforms seem to categorize it as not-spam)

What surprises me however is that when i sent an email from my google apps account (using gmail) to a hotmail address, the message does NOT end up in the spam folder. So apparently there is a difference between sending the mail from gmail and sending the mail from google app engine. 

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