About that Junk Folder

I use a pretty standard mail filtering setup – a fairly vanilla SpamAssassin setup on the front end, combined with naive bayesian content filters in my mail client. So I don’t reject any mail, it just ends up in one of my inboxes or a junk folder. And I have a mix of normal consumer mail – facebook, twitter, lots of commercial newsletters, mail from friends and colleagues and spam. (As well as that I have a lot of high traffic industry mailing lists, but overall it’s a fairly normal mix.)
My bayesian filter gets trained mostly by me hitting “this is spam” when spam makes it to my inbox. If I’m expecting an email “immediately” – something like a mailing list COI confirmation or email as part of buying something online – I’ll check my spam filter and move the mail to my inbox in the rare case it ended up there. Other than that I let it and spamassassin chug along with no tweaking.
I’m starting a data analysis project, based on my own inboxes, and as part of that I’m using some tools to look for false positives in my junk folders, and manually fixing anything that’s misclassified. I’ve been doing this for a couple of hours now, and I’ve found some interesting things.

  1. Simple content filters work remarkably well out of the box, at least for my mail stream. Spectacularly well. There’s very little in the way of false positives. Very, very little.
  2. Of those false positives there’s nothing I’d have been bothered about. It’s generic, unexciting junk mail.
  3. Most of the systemic false positives seem to be correlated with the senders doing something bad. Heathrow Express, for instance, sent me mail every two weeks or so since I’d signed up. Then for no obvious reason they stopped sending for three months, then started sending again. Every mail they sent after that pause ended up in the junk folder, and I never missed them.
  4. I get regular newsletters from ThinkGeek. Every one of those goes to the inbox. I occasionally get mails from them about my account (“you’ve got 420 geek points left”) that are kinda transactional, but not something I expect to see – and they all end up in the junk folder. Several other senders do the same thing, and get the same result.
  5. Several companies have used tagged addresses to send me newsletters for a while, and also used them to send unsolicited facebook invites (to the tagged address, from facebook servers). The regular newsletters all go to the inbox, while the facebook invites all go to the junk folder. “Legitimate” facebook mail, meanwhile, keeps going to the inbox.
  6. Apple send me a lot of newsletters – I’m a Mac and iPhone developer, I get their consumer newsletters, transactional stuff from our local store – lots and lots of newsletters. They all made it to the inbox except for one. The one that ended up in the junk folder was a one-off about recycling, and it wasn’t up to their usual design standards – it had ugly big green “call to action” headlines in it, very different to their usual clean design.
  7. Just one sender hit the junk folder every time. The distinctive thing about their messages (apart from them not being something I missed) was that the plain text part of them was dreadful, just a bad lynx dump of the html section. Even a “No plain text for you! Go to this link!” would have been better.

I was surprised at how effective this simple content-based filtering setup had worked with little tuning other than hitting the this-is-spam button – both in it’s accuracy at removing spam while keeping a very low false positive rate, but also how well the false positives matched my judgement of “Meh. This mail isn’t interesting.”.
We spend a lot of time talking about the things you should do to make the mail relevant to the recipient – compelling content, consistent, predictable delivery schedules, clear consistent branding, use of a single consistent mail stream to communicate with a recipient rather than several different streams. Until I went through this exercise it wasn’t clear to me how much of an effect those things also have on fairly simple recipient-trained filters.
 

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Recipients are the secret to good delivery

Many, many people hire me to educate them on delivery and fix their email problems. This is good, it’s what I do. And I’m quite good at helping clients see where their email program isn’t meeting expectations. I can translate tech speak into marketing. I can explain things in a way that shifts a client’s perception of what the underlying issues are. I can help them find their own way into the inbox.
But…
Most of what I do is simply think about email delivery from the point of view of a recipient and help clients better meet their recipient’s expectations. This works. This works really well. If you send mail that your recipients want your mail gets to the inbox.
Here’s the secret: ISPs and most spam filters have a design goal to deliver mail their users want. They only want to block mail their users don’t want.
Filters are not designed to block wanted mail.
Sure there are complicated situations where senders have gotten behind the 8 ball and need some help cleaning up. There are situations where filters screw up and block mail they shouldn’t (and aren’t quite designed to). Spam filters are complicated bits of code and sometimes they do things unexpectedly. All of these things do happen.
But these situations happen a lot less than most senders think. Most of the time when mail is hitting the bulk folder, or is throttled at the MTA the issue is that recipients don’t care about the mail.
Recipients aren’t engaged with a particular sender or particular brand. So ISPs react accordingly and that mail ends up slowly delivered or bulked. This upsets the senders to no end, but the recipients? The recipients often don’t care that some mail shows up in bulk or arrives Wednesday afternoon instead of Tuesday evening.
When recipients are engaged with a particular sender or brand, though? Delivery is fast and reliable. Mail is rarely delayed or bulked. When recipients want mail, they interact with it. They look in the bulk folder. They miss it when it’s not there. They complain to the ISPs when they don’t get it. The ISPs react accordingly and prioritize or “red carpet” that email.
The secret to really good delivery is to get your recipients to handle your ISP relations for you. Send mail they miss when they don’t get it, and you’ll discover most of your delivery problems go away.
 
 

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Social media to improve email delivery

Mail delivered to the bulk folder is likely to continue landing in the bulk folder without intervention. Sometimes a sender can talk to the ISP involved and get mail moved back to the inbox. Sometimes a sender can make hygiene changes and get mail moved back to the inbox.
The most effective way to get mail delivered to the inbox, however, is for recipients to go into the bulk folder and mark the mail as “not spam.” Nothing is more effective at getting mail delivered to the inbox.
But there is a bit of a catch 22 there. If mail ends up in the bulk folder consistently, recipients tend to forget about it. Many people trawl through their bulk folder sporadically, if at all. If recipients aren’t engaged with mail and don’t know when they should see it, then they won’t miss it and won’t look for it.
So if mail is ending up in the bulk folder and recipients aren’t expecting it what can a sender do? One of the obvious answers is find another channel. Let recipients know through some channel besides email that they need to look in their bulk folder for a particular email.
In the past it was difficult to find non-email ways to connect recipients. I worked with customers who really had no other way to interact with recipients than email. They weren’t running a website, they didn’t have any other contact methods, they were really stuck. But a recent tweet from AppSumo shows how social media can be used to improve email delivery.

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Mailing old addresses: 5 questions to ask first

James asked the question on twitter:

If you haven’t mailed an address in 5-10 yrs, would you include it in a re-engagement mail?

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