B2B mail and compliance failures

This morning I got an email to a tagged address. The tag matched the company so it’s very likely I did actually sign up. Digging back through my mailbox, I see one previous email to that account – back in 2008.

2008.

One email.

Who knows why I signed up and gave them an email address. Maybe I made a comment on their website. Or perhaps I signed up while investigating something for a client. I certainly don’t know. Given there is one email, I clearly unsubscribed.

If the address hadn’t been tagged, I would have assumed it was just another giant company purchasing addresses and sending out spam. In fact, it’s quite possible that many of the subscribers thought that this was simply spam. One interesting thing, though, is this is primarily B2B mail. It’s very unlikely that their ESPs monitoring saw anything unusual with the mailing. And if they did, it’s possible there’s not enough evidence the customer is violating the AUP.

Monitoring B2B deliverability it a challenge in any situation. Most of the ways ESPs monitor customers delivery don’t work in a B2B context. There aren’t FBLs for business domains. The business user sometimes does have a “this is spam” button and that data is used to tune filters. Sometimes the filters are the individual bayesian filters built into the mail client. Other times, the filters feed back to the filter maintainer and affect the mail coming into the business and other users of the filter. That data isn’t sent by FBL to the sender.

What does this mean? It means that how compliance monitors and identifies spam doesn’t work very well in when their customers are focused on the B2B market. Senders in the B2B space think they don’t have to actually get permission before they send. As compliance we’ve enforced that because their complaints are low. The complaints are low not because people don’t want the mail, but because there’s no way to get complaints from B2B mail.

Lack of negative feedback doesn’t mean the mail is good. It just means there’s no pathway for the feedback. Mail sent to lists of purchased email addresses, or addresses harvested off LinkedIn may not have high complaint rates or high bounce rates. But that doesn’t make the mail good, or wanted.

The remedy for B2B spam is blocking. B2B mailers don’t get the ability to tune their mail based on engagement or other factors like they can with B2C. Send B2B spam, get blocked.

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If I can't tell, it's spam

Judging by the amount of B2B spams I’ve gotten this past week, a number of businesses got bright, shiny new email programs for Christmas. “Like to set up a call with you…” “Just need 10 minutes of your time to explore…” “Love to jump on a call and tell you about our product…”
That’s just the mail that comes into my personal address. There’s also a raft of mail coming into our contact address. The majority of those are trying to sell me FB or Twitter followers, although Instagram is rising in the ranks. Some of those messages are kinda funny, though. They try so hard to pretend there’s a real person who really did look at our website and who really has a comment.
Most of the time it’s pretty obvious that it’s not from a human. But every once in a while a message comes in that might be from a real person. I’ve finally decided that if I have any question if a message was written by a human or a bot, it will be treated as written by a bot.
Unfair? Maybe. But I’m a small business owner and a consultant; I don’t have tons of spare time to sit around letting folks pitch me on their business. I don’t think I’m actually that unusual when it comes to entrepreneurs. We’re busy, we don’t like distractions and we go out and search for the things we actually do need.

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Google and Amazon and B2B spam

Many of the operational goals of a commercial spammer aren’t related to email delivery at all, rather they revolve around optimizing ROI and minimizing costs. That’s even more true when the spammer isn’t trying to sell their own product, rather they’re making money by sending spam for other companies.
Most legitimate network providers pay at least lip service to not allowing abusive behaviour such as spam from their networks, so a spammer has to make a few choices about what infrastructure to use to optimize their costs.
They can be open about who they are and what they do, and host with a reputable network provider, and build out mailservers much as any legitimate ESP would do. But eventually they’ll get blacklisted by one of the more reputable reputation providers – leading to little of their mail being delivered, and increasing the pressure on their provider to terminate them. They social engineer their provider’s abuse desk, and drag their feet, and make small changes, but eventually they’ll need to move to another provider. Both the delaying tactics and the finally moving are expensive.
Or they can host with a network provider who doesn’t care about abuse from their network, and do the same thing. But they’ll still get blacklisted and, unlike on a more reputable network, they’re much less likely to get any benefit of the doubt from any reputation providers.
Every time they get blacklisted they can move to a new network provider. That’s easy to do if your infrastructure is virtual machine based and moving providers just involves buying a new hosting account. But as anyone who’s heard the phrase “ramping-up” knows mail from new network space is treated with suspicion, and as they’re continually moving their mail won’t reach the inbox much.
Preemptively spreading the sources of your spam across many different IP addresses on different providers, and sending spam out at low enough levels from each address that you’re less likely to be noticed is another approach. This is snowshoe spam and spam filters are getting better at detecting it.
What to do? In order to get mail delivered to the inbox the spammer needs to be sending from somewhere with a good reputation, ideally intermingled with lots of legitimate email, so that the false-positive induced pain of blocking the mailstream would be worse than their spam. That’s one reason a lot of spammers send through legitimate ESPs. They’re still having to jump from provider to provider as they’re terminated, but now they’re relying on the delivery reputation of the shared IP pools at each new ESP they jump to. But that still takes work to move between ESPs. And ESP policy enforcement people talk to each other…
As a spammer you want your mail to be sent from somewhere with good reputation, somewhere you can use many different accounts, so your spam is spread across many of them,  flying below the radar. Ideally you wouldn’t have any documented connection to those accounts, so your activity won’t show up on any aggregated monitoring or reporting.
If nothing in the mail sent out identifies you there is nowhere for recipients to focus their ire. And if recipients can’t tell that the hundreds of pieces of spam in their inbox came from a single spammer, they’re much less likely to focus efforts on blocking that mail stream.
Over the past couple of years I’ve seen a new approach from dedicated B2B spammers, the sort who sell “buy and upload a list, blast out something advertising your company, track responses, send multiple mails over a series of weeks” services to salespeople. They’re the ones who tend to have glossy, legitimate websites, talking about “lead nurturing”, “automated drip campaigns” or “outreach automation”.
They have each of their customers sign up for gmail or google apps accounts, or use their existing google apps accounts, and then the spammer funnels the spam sent on behalf of that customer through that google account. There’s no obvious connection between the spammer and the google account so there’s no risk to the spammer. Google is fairly unresponsive to spam complaints, so as long as the volume sent by each customer isn’t spectacularly high it’s going to be well below Google automation’s threshold of notice.
Google do record where mail that’s injected into their infrastructure in this way comes from, in the Received headers. But the spammers run their sending infrastructure – list management, message composition, tracking and so on – on anonymous, throwaway virtual machines hosted on Amazon’s EC2 cloud, so there’s nothing in the email that leads back to the spammer.
And, for recipients, that’s a problem. Spam filters aren’t going to block this sort of mail, as they can’t easily tell it is this sort of mail. It’s coming from Google MTAs, just like a lot of legitimate mail does. In terms of sheer volume it’s dwarfed by botnet sourced mail or dubious B2B manufacturing spam out of Shenzhen. But, unlike most of that, it’s in your inbox, in front of your eyeballs and costing you time and focus. And that’s much more expensive than network infrastructure or mailbox storage space.
I’m not sure what, if anything, Google or Amazon can do about it at scale, but it’s something that’s going to need to be dealt with eventually.
Meanwhile, if you receive some marginally personalized mail from a sales rep, one attempting to look like 1:1 mail, look at the headers. If you see something like this …

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The cycle goes on

Monday I published a blog post about the ongoing B2B spam and how annoying it is. I get so many of these they’re becoming an actual problem. 3, 4, 5 a day. And then there’s the ongoing “drip” messages at 4, 6, 8, 12 days. It is getting out of control. It’s spam. It’s annoying. And most of it’s breaking the law.
But, I can also use it as blog (and twitter!) fodder.

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