Microsoft and SPF

Many deliverability folks stopped recommending publishing SPF records for the 5322.from address to get delivery to Microsoft. I even remember Microsoft saying they were stopping doing SenderID style checking. A discussion on the emailgeeks slack channel has me rethinking that.

It started out with one participant asking if other folks were seeing delivery improvement at MS if they added a SPF record for the 5322.from. Other folks chimed in and said yes, they had seen the same thing. Then I started digging and discovered that MS is still recommending SenderID records on their troubleshooting page.

Email sent to Outlook.com users should include Sender ID authentication. While, other forms of authentication are available, Microsoft currently only validates inbound mail via SPF and Sender ID authentication.

Microsoft Sender Support

The support page may be out of date, or it may not. In any case, it may be worth adding a SPF record to your 5322.from domain if you’re seeing persistent problems at Microsoft and no where else.

This isn’t great practice overall. But, it may explain why some folks are having such a hard time cracking the MS inbox.

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Are they using DKIM?

It’s easy to tell if a domain is using SPF – look up the TXT record for the domain and see if any of them begin with “v=spf1”. If one does, they’re using SPF. If none do, they’re not. (If more than one does? They’re publishing invalid SPF.)
AOL are publishing SPF. Geocities aren’t.
For DKIM it’s harder, as a DKIM key isn’t published at a well-known place in DNS. Instead, each signed email includes a “selector” and you look up a record by combining that selector with the fixed string “._domainkey.” and the domain.
If you have DKIM-signed mail from them then you can find the selector (s=) in the DKIM-Signature header and look up the key. For example, Amazon are using a selector of “taugkdi5ljtmsua4uibbmo5mda3r2q3v”, so I can look up TXT records for “taugkdi5ljtmsua4uibbmo5mda3r2q3v._domainkey.amazon.com“, see that there’s a TXT record returned and know there’s a DKIM key.
That’s a particularly obscure selector, probably one they’re using to track DKIM lookups to the user the mail was sent to, but even if a company is using a selector like “jun2016” you’re unlikely to be able to guess it.
But there’s a detail in the DNS spec that says that if a hostname exists, meaning it’s in DNS, then all the hostnames “above” it in the DNS tree also exist (even if there are no DNS records for them). So if anything,_domainkey.example.com exists in DNS, so does _domainkey.example.com. And, conversely, if _domainkey.example.com doesn’t exist, no subdomain of it exists either.
What does it mean for a hostname to exist in DNS? That’s defined by the two most common responses you get to a DNS query.
One is “NOERROR” – it means that the hostname you asked about exists, even if there are no resource records returned for the particular record type you asked about.
The other is “NXDOMAIN” – it means that the hostname you asked about doesn’t exist, for any record type.
So if you look up _domainkey.aol.com you’ll see a “NOERROR” response, and know that AOL have published DKIM public keys and so are probably using DKIM.
(This is where Steve tries to find a domain that isn’t publishing DKIM keys … Ah! Al’s blog!)
If you look up _domainkey.spamresource.com you’ll see an “NXDOMAIN” response, so you know Al isn’t publishing any DKIM public keys, so isn’t sending any DKIM signed mail using that domain.
This isn’t 100% reliable, unfortunately. Some nameservers will (wrongly) return an NXDOMAIN even if there are subdomains, so you might sometimes get an NXDOMAIN even for a domain that is publishing DKIM. shrug
Sometimes you’ll see an actual TXT record in response – e.g. Yahoo or EBay – that’s detritus left over from the days of DomainKeys, a DomainKeys policy record, and it means nothing today.

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July 2016: The Month in Email

We got to slow down — and even take a brief vacation — in July, but we still managed to do a bit of blogging here and there, which I’ll recap below in case you missed anything.
Sonoma1
At the beginning of the month, I wrote about email address harvesting from LinkedIn. As you might imagine, I’m not a fan. A permissioned relationship on social media does not equate to permission to email. Check out the post for more on mailing social media contacts.
Even people who are collecting addresses responsibly can face challenges. One of the most important challenges to address is paying attention to your existing subscription processes, testing them regularly, evaluating effectiveness and optimizing as needed.
Our most commented-upon post this month was a pointer to a smart writeup about Hillary Clinton’s email server issues. Commenters were pretty evenly split between those who agreed that they see this kind of workaround frequently, and those who felt like regulatory processes do a good job managing against this kind of “shadow IT” behavior. I wrote a followup post on why we see this kind of workaround frequently in email environments, even in regulated industries, and some trends we’re seeing as things improve.
In other election-related email news, we saw the challenges of campaign email being flagged as spam. As I pointed out, this happens to all campaigns, and is nothing unique to the Trump campaign. Still, there are important lessons for marketers here, too, in terms of list management, email content, frequency, and engagement — all of which are inextricably linked to deliverability.
Speaking of spam and engagement, Steve took a look at some clickthrough tracking revealed through a recent spam message I received — and why legitimate marketers should avoid using these sorts of URL referrers.
On the topic of authentication, I wrote a quick post about how seeing ?all in the SPF record tells me one thing: the person managing the record isn’t doing things properly. Need a refresher on authentication? Our most-read blog post of all time can help you out.
And as always, send me your interesting questions and I’ll be happy to consider them as I resume my Ask Laura column in August.

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Why is DMARC failing?

Multiple times over the last few weeks folks have posted a screenshot of Google Postmaster tools showing some percentage of mail failing DMARC. They then ask why DMARC is failing. Thanks to how DMARC was designed, they don’t need to ask anyone this, they have all the data they need to work this out themselves.

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