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Gmail and the bulk folder

Earlier this week Gmail announced they were providing reasons for why they delivered a particular mail to the bulk folder. I’m sure a lot of senders are rejoicing over the clear feedback. After all this is exactly what they’ve been asking for “tell us why you’re filtering our mail and we’ll fix it.”
I am not sure, however, that this is going to help the majority of senders seeing mail going to the bulk folder. On the Gmail support pages, they list a number of the explanations they’re be providing.

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Gmail reports spear phishing attack

No one, it seems, is immune from account compromise attempts. Today Google reported they had identified a systemic campaign to compromise Gmail accounts belonging to “senior U.S. government officials, Chinese political activists, officials in several Asian countries (predominantly South Korea), military personnel and journalists.”
Google offers a number of solutions for users, including the ability to add 2 factor authentication to your Gmail account. I strongly recommend anyone who uses Gmail to do this.
This isn’t a security blog, but email is one of the major vectors used to infect machines. We’ve seen numerous break ins targeting email senders and ESPs, resulting in customer and recipient data being stolen and then used for spam. Everyone who uses email needs to be aware of the risks and maintain their email account integrity. Be careful clicking links in emails. Be careful opening webpages. Keep your antivirus software up to date.
Everyone is a target.
 

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Gmail shows authentication data to the recipient

Yesterday Gmail rolled out some changes to their interface. One of the changes is that they are now showing end users authentication results in the user screen.
It’s really the next step in email authentication, showing the results to the end user.
So how does Google do this? Google is checking both SPF and DKIM. If mail is authenticated and the authentication matches the from address then they display the email as:
mail from steve to me
If we click on “details” for that message, we find more specific information.
full details of message showing signing domain and spf domainIn this case the mail went through our outgoing mailserver to gmail.
Mailed-by indicates that the message passed SPF and that the IP address is a valid source of mail from wordtothewise.com.
Signed-by shows the domain in the DKIM d=. In this case, we signed with the subdomain dt.wordtothewise.com. That’s what happens when you sign using the domain in the From address (or a subdomain of it).
For a lot of bulk senders, though, their mail is signed using their ESP’s domain instead.  In that case Gmail shows who signed the mail as well as the from address.

And when we click on “details” for that message we see:
3rd party signature detailsThis is an email from a sender using Madmimi as an ESP. Madmimi is handling both the SPF authentication and the DKIM authentication.
As an aside, this particular  sender has a high enough reputation that Gmail is offering me an unsubscribe option in their interface.
Gmail is distinguishing between first party and third party signatures in authentication. If the mail is authenticated, but the authentication appears to be handled by a separate entity, then Gmail is alerting recipients to that fact.
What does this mean for bulk senders?
For senders that are signing with a domain that matches their From: domain, there is no change. Recipients will not see any mention of your ESP in the headers.
However, if you are using an ESP that is signing your mail with a domain they own, then your recipients will see that information displayed in the email interface. If you don’t want this to be displayed by Gmail, then you will need to move to first party signing. Talk to your ESP about this. If they’re unsure of how to manage it, you can point them to DKIM Core for an Email Service Provider.
Gmail blogpost about the changes
Gmail help page about authentication results

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