October 2014 – The Month in Email

October was action-packed at WttW. We wrapped up some big and interesting client projects (look for some case studies soon!), attended another great M³AAWG conference, and made an exciting announcement that we’re hiring a deliverability specialist. The combination of these frees up some more of my time for blogging, which I’ve really missed. Look for more from me in November and December.

In industry news, we’re watching the new Gmail Inbox with interest. We’ll have more to say on this as we play with it and see how different kinds of email interactions occur in the system. As Business Insider noted in their coverage of Forrester’s research on email marketing, consumers are finding good email marketing more and more effective and interesting. Inbox will likely go a long way to help consumers connect with this wanted email and avoid unwanted email. We also revisited an old post on ISP filters and looked at new ways users can control what gets their attention in the inbox.

Steve contributed a few posts this month on technical issues, including a recommendation for SWAKS, the “Swiss Army Knife” of SMTP testing, and a very detailed look at obscure DNS bugs.

In the world of spam, we looked at the first investigative report to come out since the passage of CASL, which suggests that CRTC, the agency responsible for oversight, is being thoughtful in how it addresses complaints. We’ll definitely be keeping an eye on this as the complaints come in. As we discuss in this post (and our other CASL posts), the most interesting piece of this will be in 2017, when individuals can begin to exercise private rights of action.

We also looked at a specific piece of spam we received (ostensibly from Pizza Hut) and used it to talk a bit about spam, phishing and malware. With all of the industry discussion about DMARC as a magic bullet, it’s important to take a good look at the limits of technology and where spammers and bad actors will continue to find ways to work around those limits.

Our most-commented-upon post of the month was about a question we get asked regularly: Does Volume Cause Blocking? (Short answer: no, but a change in volume very well might…)

Finally, we looked at various best practices for email use and administration:

The best time to send email
URL reputation and shorteners

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May 2014: The month in email

It’s been a busy and exciting month for us here.
Laura finished a multi-year project with M3AAWG, the Messaging, Malware and Mobile Anti-Abuse Working Group (look for the results to be published later this year) and continued working with clients on interesting delivery challenges and program opportunities. Steve focused on development on the next version release of Abacus, our flagship abuse desk tool, which will also be available later this year.
And as always, we had things to say about email.
The World of Spam and Email Best Practices
We started the month with a bit of a meta-discussion on senders’ fears of being labeled spammers, and reiterated what we always say: sending mail that some people don’t want doesn’t make you evil, but it is an opportunity to revisit your email programs and see if there are opportunities to better align your goals with the needs of people on your email lists. We outlined how we’ve seen people come around to this position after hitting spamtraps. That said, sometimes it is just evil. And it’s still much the same evil it’s been for over a decade.
We also wrote a post about reputation, which is something we get asked about quite frequently. We have more resources on the topic over at the WiseWords section of our site.
Gmail, Gmail, Gmail
Our friends over at Litmus estimate Gmail market share at 12%, which seems pretty consistent with the percentage of blog posts we devote to the topic, yes? We had a discussion of Campaign Monitor’s great Gmail interview, and offered some thoughts on why we continue to encourage clients to focus on engagement and relevance in developing their email programs. We also wrote a post about how Gmail uses filters, which is important for senders to understand as they create campaigns.
SMTP and TLS
Steve wrote extensively this month about the technical aspects of delivery and message security. This “cheat sheet” on SMTP rejections is extremely useful for troubleshooting – bookmark it for the next time you’re scratching your head trying to figure out what went wrong.
He also wrote a detailed explanation of how TLS encryption works with SMTP to protect email in transit, and followed that with additional information on message security throughout the life of the message. This is a great set of posts to explore if you’re thinking about security and want to understand potential vulnerabilities.
DKIM
Steve also wrote a series of posts about working with DKIM (DomainKeys Identified Mail), the specification for signing messages to identify and claim responsibility for messages. He started with a detailed explanation of DKIM Replay Attacks, which happens when valid email is forwarded or otherwise compromised by spammers, phishers or attackers. Though the DKIM signature persists (by design) through a forward, the DKIM specification restricts an attacker’s ability to modify the message itself. Steve’s post describes how senders can optimize their systems to further restrict these attacks. Another way that attackers attempt to get around DKIM restrictions is by injecting additional headers into the message, which can hijack a legitimately signed message. If you’re concerned about these sort of attacks (and we believe you should be), it’s worth learning more about DKIM Key Rotation to help manage this. (Also of note: we have some free DKIM management tools available in the WiseTools section of our site.)
As always, we’re eager to hear from you if there are topics you’d like us to cover in June.

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July 2014: The month in email

We continue to be busy with really interesting client work. Look for some new posts and white papers to come out of this research over the next few months, but for now blogging has been a bit light while we’re working hard. In parallel with our busy times, we have also been pondering the ways in which the email world illustrates the classic bon mot  “plus ça change, plus c’est la même chose”, and we’ve been revisiting some posts from a few years ago to examine this.
We started July with a nod to a good subscription experience just as CASL, the Canadian Anti-Spam Legislation went into effect on Canada Day. While companies have another 17 months to put these provisions into practice, it’s a good reminder that periodic re-engagement with customers can be very effective in helping you maintain high-quality subscriber lists. We talked a bit more about CASL here and what protections the law intends.
In stark contrast, we posted about an organization that is doing a less-than-stellar job making sure they’re only sending wanted email. The Direct Marketing Association is a terrific resource and member organization for marketers across industries and channels, but their email marketing practices don’t always live up to their mission of “Advancing and Protecting Responsible Data-Driven Marketing”, and we explored some ways in which they might improve this.
Those of you who have been reading this blog for any time at all know that we tend to talk about wanted mail and unwanted mail rather than the more general category of spam. Marketers tend to think their mail can’t possibly be spam if it’s not offering Viagra or phishing for credit card information, but that’s not really the point — if a customer doesn’t want to read your email about new mountain bikes, even if they bought a mountain bike from you three years ago, that’s unwanted email. Here’s a post we revisited about why customers might not want your mail, and a new post about engagement.
One risk of sending unwanted email, of course, is that customers complain, and that will affect your delivery going forward. We revisited a post about feedback loops, and also talked a bit about addressing delivery problems as they come up rather than waiting for them to resolve on their own (mostly, they won’t!)
I also proposed a bit of a thought experiment around monetizing the complaint stream, and followed up with a second post. There are some good points in the comments of those posts, but mostly I think it’s an interesting solution to addressing risk and abuse at ESPs.
Finally, Steve wrote a short post about our new mail servers and how quickly spammers descended as we set those up. It’s a constant battle!

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Asynchronous Bounces

There are three ways that an email can fail to be delivered:

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