Gmail suddenly puts mail in the bulk folder

One of the delivery challenges that regularly comes up in various delivery discussion spaces is the “Gmail suddenly put my mail in spam.” From my perspective, there is rarely a “suddenly” about Gmail’s decision making process.

As I was answering one of these questions I had a number of thoughts. I’ll share them here on the blog so I can find them in the future.

The first thing that occurred was that I’d shifted my thinking to considering Gmail filtering, in particular, as a filter based on a mailstream, not on a message. Thus my tweet:

The other was a realization that most people don’t consider how what they’re doing might be not OK, but might not be bad enough to be filtered this time. That not OK behaviour builds up over time and eventually tips into mail being filtered. Not because of one message, but because of the dozen or 40 or 75 or hundred messages behind it.

Gmail is really good about just watching and monitoring and watching and scoring. They measure mainstreams over time, and reputation is the sum of all your sends. There may be nothing different or new about a particular send, but Gmail’s been seeing overall reputation decrease just a little bit every time you send.

To put it more succinctly: Senders see themselves “doing the same things” and not realising that every time they do this, they’re slowly eroding away at their reputation with Gmail. Once the erosion hits the tipping point

As I explained it on Facebook.

The effect (moving mail to spam) happens suddenly. The cause builds up over time. Gmail is really good about just watching and monitoring and watching and scoring. They measure mainstreams over time, they don’t really measure individual sends.

What happens is that Gmail starts moving mail sent to people who don’t engage with it to the bulk folder. Your open rates don’t change because these people aren’t opening the mail anyway. But every message delivered to the bulk folder is a ding on your reputation. Those dings build up, until your reputation hits a tipping point and all mail to some of your engaged users sometimes goes to bulk. You might see a small decrease in open rates, but nothing major. You continue mailing as you are and then “all of a sudden” your mail is going to bulk. But it’s just mail to the people who were receiving it in the inbox before, the majority of your mail was always going to bulk. 

This is why any changes you might make to mail, changing an IP or a domain name or using a slightly different format, can sometimes work for a little while. It’s basically decoupling that individual message from the broader history of sending. So you can keep doing the same things over and over again and not hit the inbox.

If, however, you don’t fix the underlying problem, one of two things will happen. Google will connect the new mailstream with the old mailstream and your reputation will fall to the old reputation in a few days. Alternatively, Google won’t connect the new mailstream with the old mailstream and you’ll have many months to slowly erode the reset reputation. In either case it’s just a matter of time before you end up back in the bulk folder again.

Gmail looks at the whole message stream when making decisions. In order to improve delivery at gmail we must also look at the whole message stream.

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Email marketing OF THE FUTURE!

ISPs are continually developing tools for their users. Some of the newer tools are automatic filters that help users organize the volumes of mail they’re getting. Gmail released Priority Inbox over a year ago. Hotmail announced new filters as part of Wave 5 back in October.
All of these announcements cause much consternation in the email marketing industry. Just today there was a long discussion on the Only Influencers list about the new Hotmail filtering. There was even some discussion about why the ISPs were doing this.
I think it’s pretty simple why they’re creating new tools: users are asking for them. The core of these new filters is ISPs reacting to consumer demand. They wouldn’t put the energy into development if their users didn’t want it. And many users do and will use priority inbox or the new Hotmail filtering.
Some people are concerned that marketing email will be less effective if mail is not in the inbox.

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ISPs speak at M3AAWG

Last week at M3AAWG representatives from AOL, Yahoo, Gmail and Outlook spoke about their anti-spam technologies and what the organizations were looking for in email.
This session was question and answers, with the moderator asking the majority of the questions. These answers are paraphrased from my notes or the MAAWG twitter stream from the session.
What are your biggest frustrations?
AOL: When senders complain they can’t get mail in and we go look at their stats and complaints are high. Users just don’t love that mail. If complaints are high look at what you may have done differently, content does have an effect on complaints.
Outlook: When we tightened down filters 8 years ago we had to do it. Half of the mail in our users inbox was spam and we were losing a steady number of customers. The filter changes disrupted a lot of senders and caused a lot of pain. But these days only 0.5% of mail in the inbox is spam.  Things happen so fast, though, that the stress can frustrate the team.
Gmail: Good senders do email badly sometimes and their mail gets bulked. Senders have to get the basic email hygiene practices right. Love your users and they’ll love you back.
What’s your philosophy and approach towards mail?
AOL: There is a balance that needs to be struck between good and bad mail. The postmaster team reminds the blocking team that not all mail is bad or malicious. They are the sender advocates inside AOL. But the blocking team deals with so much bad mail, they sometimes forget that some mail is good.
Yahoo: User experience. The user always comes first. We strive to protect them from malicious mail and provide them with the emails they want to see. Everything else is secondary.
Gmail: The faster we stop spam the less spam that gets sent overall. We have highly adaptive filters that can react extremely quickly to spam. This frustrates the spammers and they will give up.
Outlook: The core customer is the mailbox user and they are a priority. We think we have most of the hardcore spam under control, and now we’re focused on personalizing the inbox for each user. Everyone online should hold partners accountable and they should expect to be held accountable in turn. This isn’t just a sender / ESP thing, ISPs block each other if there are spam problems.
What are some of your most outrageous requests?
We’ve been threatened with lawsuits because senders just don’t want to do the work to fix things. Some senders try to extort us. Other senders go to the advertising execs and get the execs to yell at the filtering team.
Coming to MAAWG and getting cornered to talk about a particular sender problem. Some senders have even offered money just to get mail to the spam folder.
Senders who escalate through the wrong channels. We spent all this money and time creating channels where you can contact us, and then senders don’t use them.
Confusing business interests with product interests. These are separate things and we can’t change the product to match your business interest.
What are your recommendations for changing behaviors?
Outlook: We provide lots of tools to let you see what your recipients are doing. USE THE TOOLS. Pay attention to your recipient interaction with mail. Re-opt-in recipients periodically. Think about that mail that is never opened. Monitor how people interact with your mail. When you have a problem, use our webpages and our forms. Standard delivery problems have a play book. We’re going to follow that playbook and if you try to get personal attention it’s going to slow things down. If there’s a process problem, we are reachable and can handle them personally. But use the postmaster page for most things.
Gmail: Get your hygiene right. If you get your hygiene right, deliverability just works. If you’re seeing blocking, that’s because users are marking your mail as spam. Pay attention to what the major receivers publish on their postmaster pages. Don’t just follow the letter of the law, follow the spirit as well. Our responsibility, as an ISP, is to detect spam and not spam. Good mailers make that harder on us because they do thinks that look like spammers. This doesn’t get spammer mail in more, it gets legitimate mail in less. Use a real opt-in system, don’t just rely on an implied opt-in because someone made a purchase or something.
Yahoo: ESPs are pretty good about screening their customers, so pay attention to what your ESPs are saying. Send mail people want. Verify that the email addresses given to you actually belong to people who want your mail. Have better sender practices.
What do you think about seed accounts?
The panel wasn’t very happy about the use of seed accounts. Seeds are not that useful any longer, as the ISPs move to more and more personalized delivery. Too much time and too many cycles are used debugging seed accounts. The dynamic delivery works all ways.
When things go wrong what should we do?
AOL: Open a ticket. We know we’ve been lax recently, but have worked out of our backlog and are caught up to date. Using the ticketing system also justifies us getting more headcount and makes everyone’s experience better. Also, don’t continue what you’re doing. Pausing sending while you’re troubleshooting the issue. We won’t adjust a rep for you, but we may be able to help you.
Gmail: Do not jump the gun and open a ticket on the first mail to the spam folder. Our filters are so dynamic, they update every few minutes in some cases. Be sure there is a problem. If you are sure you’re following the spirit and letter of the sender guidelines you can submit a ticket. We don’t respond to tickets, but we work every single one. When you’re opening a ticket provide complete information and full headers, and use the headers from your own email address not headers from a seed account. Give us a clear and concise description of the problem. Also, use the gmail product forum, it is monitored by employees and it’s our preferred way of getting information to the anti-abuse team. Common issues lots of senders are having will get addressed faster.
Outlook: Dig in and do your own troubleshooting, don’t rely on us to tell you what to fix. The support teams don’t have a lot of resources so use our public information. If you make our job harder, then it takes longer to get things done. But tell us what changes you’ve made. If you’ve fixed something, and tell us, our process is different than if you’re just asking for a delisting or asking for information. When you’ve fixed things we will respond faster.
How fast should users expect filters to respond after making changes?
Filters update continually so they should start seeing delivery changes almost immediately. What we find is people tell us they’ve made changes, but they haven’t made enough or made the right ones. If the filters don’t update, then you’ve not fixed the problem.

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Confusing the engineers

We went camping last weekend with a bunch of friends. Had a great time relaxing on the banks of the Tuolumne River, eating way too much and visiting.
On Saturday I was wearing a somewhat geeky t-shirt. It said 554: abort mission. (Thank you MessageSystems). At some point on Saturday every engineer came up to me, read my shirt and then looked at me and said “That’s not HTTP.”
That lead to various discussions about how their junior engineers don’t actually know SMTP at all. Why? Because the SMTP libraries just work. Apparently the HTTP libraries aren’t that great, so folks have to learn more about HTTP to troubleshoot and use them.
I’m sure there’s a joke in there somewhere: A Kindle engineer, an Android engineer and a robot engineer walk into a campsite…
EmailFilters_boxes_forblogIt did leave me thinking, though, about how it’s not that easy to run your own mail server these days. Gone are the days when running your own server was cost effective and easy. These days, there is just too much spam coming in. Crafting filters is a skilled job. It’s not that hard to run good filters. But to run good filters takes time to do well.
There are also a lot of challenges to sending mail. One of the discussions I had at the campsite was how hard it was to configure outbound mail. The engineer was helping a friend set up a website and trying to get the website to send notifications to the friend. But without setting up authentication the mail kept silently failing.
Of course, we do run our own mail server. But it’s our job and, in many ways, it keeps us honest. We don’t run many filters meaning we see what spammers are doing and can use our own experiences to better understand what commercial filters are dealing with.
For most people, though, I really think using a service is the right solution. Find one with filters that meet your needs and just pay them to deal with the headache.
 

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