Schroedinger’s email

The riskiest email to send is that very first email. It’s a blank slate. Even if you’re sending confirmation messages, you don’t really know anything about how this email is going to affect your reputation.

It’s Schroedinger’s email. The address is both good and bad, until you send to it.

If it’s good, great things will happen. You’ll be happy. The recipient will be happy. Deliverability will increase. Everything is awesome.

But if it’s not good, there are a whole host of consequences to sending that email. The obvious problems are hitting spamtraps, bouncing mail and complaints with the resulting delivery problems and, in very bad case, spamfoldering and blocklisting. Sure, you can use a data hygiene to lower the chances of the mail bouncing. But hygiene services don’t help you if the address is deliverable but belongs to someone else. They certainly don’t help if the address is a spamtrap.

There are all sorts of ways to mitigate damage from bad email addresses, after you know for certain they’re bad email addresses. But that first email is still risky. Even sending a confirmation email (double opt-in) can cause delivery problems at some places. That’s especially true for signups where you might want to send confirmation emails like sweepstakes or political mail.

The obvious answer is to segregate all confirmation emails onto their own IP with their own DKIM signature and, if you’re really worried, it’s own domains and everything. The problem there is that if your mail is messy enough, you may generate a bad reputation on it and your confirmation emails will go to bulk.

You may want to consider, then, just mixing in the confirmation emails with your regular mailstream and letting the good reputation carry the new messages. That may work depending on the relative volumes and the quality of the subscription feed.

Another way to handle it is to segregate the confirmation messages on an IP with other transactional and triggered emails like password resets, 2FA emails and purchase receipts. If you have a transactional feed, this is the best way to handle this mail. Most of the other emails are heavily engaged with, but come at irregular intervals. This mimics the confirmation emails and lets all that stream develop a reputation outside of the reputation of regular bulk mail.

All in all, there’s no one way to manage confirmation emails for a signup stream. There’s always going to be risk to mailing that unknown email. We’re already seeing filters able to sort out different mail types when they’re from the same IPs with the same authentication. Google and Oath are good at that already.

My best advice is to lump it in with the other transactional email. That’s what it is, that’s what it looks like. If you only have a single IP, then I’d advise authenticating transactional mail, including confirmation mail, differently from marketing and bulk mail. That way the filters can distinguish between the two streams. While some reputation will be shared between the different kinds of mail, the filters will be able to distinguish between them. As such the confirmation emails will be less likely to harm your overall delivery.

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Email and politics

I occasionally consult for activists using email. Their needs and requirements are a little different from email marketers. Sure, the requirements for email delivery are the same: relevant and engaging mail to people who requested it. But there are complicating issues that most marketers don’t necessarily have to deal with.
Activist groups are attractive targets for forged signups. Think about it, when people get deeply involved in arguments on the internet, they often look for ways to harass the person on the other end of the disagreement. They will often signup the people they’re disagreeing with for mailing lists. When the disagreements are political, the logical target is a group on the other side of the political divide.
People also sign up spamtraps and bad addresses as a way to cause problems or harass the political group itself. Often this results in the activist group getting blocked. This never ends well, as instead of fixing the problem, the group goes yelling about how their voice is being silenced and their politics are being censored!!
No, they’re not being silenced, they’re running an open mailing list and a lot of people are on it who never asked to be on it. They’re complaining and the mail is getting blocked.
With that as background, I noticed one of the major political blogs announced their brand new mailing list today. Based on their announcement it seemed they that they may have talked to someone who knew about managing a mailing list.

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Unsubscribe means unsubscribe

But, unfortunately, some senders don’t actually think unsubscribe means stop sending mail.
Today, for instance, the nice folks at The Container Store sent me an email with an “important update to my POP! account”

Yes, that’s an address I gave them. But I don’t have any record of setting up an account. I was on their mailing list for all of 4 emails back in November 2016 before unsubscribing. But, they’ve decided they can email me despite my unsubscribe request.
They’ve cloaked this as an “Important Account Update” about some account I don’t have. In fact, when I go to their website and try and see what this oh so important account is about they tell me:


I understand legitimate account notifications might be an acceptable excuse to send mail even after the recipient opted out. This, however, was done extremely poorly. There is no record of the account that they are sending me information about. Neither the company nor I have any record of this account of mine.
At a minimum the emails should have only be sent to the folks that actually had an account. But, they weren’t.
I also have some issues with a company requiring recipients to accept email in order to continue using reward points. As a recipient, if I wanted what they were offering I might go ahead and continue receiving emails. But, I might not. It would all depend on how aggressive their email program is and how good the rewards are. As a deliverability consultant, this strikes me as a great way to create a mailing list full of unengaged users. Unengaged users lead to spam foldering and eventual failure of an email marketing program.
Whatever some executives think, and having been in this industry for a decade and I half I’m sure this is coming from the top down, this is not a good way to build an email program. You really can’t force folks to accept your email. ISPs are too protective of their users to make that a viable strategy.

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October 2017: The Month in Email

October was a busy month. In addition to on boarding multiple new clients, we got new desks, I went to Toronto to see M3AAWG colleagues for a few days, and had oral surgery. Happily, we’re finally getting closer to having the full office setup. 

What is an office without a Grover Cat? (he was so pleased he figured out how to get onto it at standing height).

All of this means that blogging was pretty light this month.
One of the most interesting bits of news this month is that the US National Cybersecurity Assessments & Technical Services Team issued a mandate on web and email security, which Steve reviewed here.
In best practices, I made a brief mention about the importance of using subdomains rather than entirely new domain names in links and emails and even DKIM keys.
We’ve talked about engagement-based filters before, but it’s interesting to note how they’re being used in business environments as well as consumer environments.
We also put together a survey looking at how people use Google Postmaster Tools. The survey is now closed, and I’ll be doing a full analysis over the next couple of weeks, as well as talking about next steps. I did a quick preview of some of the highlights earlier this week.
Finally, a lot of industry news this month: Most notably, Mailchimp has changed its default signup process from double opt-in to single opt-in. This caused quite a bit of sturm und drang from all ends of the industry. And, in fact, a few days later they announced the default double-opt-in would stay in place for .eu senders. I didn’t get a chance to blog about that as it happened. In other news, the Road Runner FBL is permanently shuttered, and Edison Software has acquired Return Path’s Consumer Insight division. Also worth noting: Microsoft is rolling out new mail servers, and you’ll likely see some new — and potentially confusing — error codes.
My October themed photo is behind a cut, for those of you who have problems with spiders.

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