Gmail / Apps authentication issues

I’ve seen several reports of unexpected rejections for unauthenticated email to Google over IPv6 today. Unauthenticated mail over IPv6 is a bad idea, but Google usually spam folders it rather than rejecting it.
The Gmail status dashboard is reporting an issue “Some messages sent to consumer Gmail accounts are being rejected due to authentication enforcement” so something isn’t working as intended.

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Time for Email Innovations!

After a great experience in Atlanta last week, with the Salesforce and Mailchimp folks, I’m heading off again today. This time it’s Las Vegas for the Email Innovations conference hosted by the Only Influencers group.
My talk is coming together nicely. It’s been a bit of a challenge to try and give enough detail to make sense while not overwhelming with technobabble. There were times when I was all

Thankfully I have some great folks around who talked me down and reminded me that there wasn’t a test and I could gloss over some of the details and still make sense. If you want a preview of part of my talk, check out my blogpost from last week at Only Influencers. Understanding the technical: authentication.
Hope to see you there! My talk is in the Education track after lunch on Thursday.

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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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Getting rid of the via at Gmail

There was a question submitted today about the verification process at Gmail.

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