December 2014: The month in email

2014 has been a busy and exciting year at Word to the Wise (look for more on that in a year-end wrap-up post next week!) and this month was particularly thrilling for us as we officially doubled our size with the addition of Josh and Meri on our client services team.
If you’re a regular reader of our blog, you’ve probably spotted Josh’s byline on a few posts: Google’s Inbox Team answers questions on Reddit, which looks at what this new email client portends for both consumers and email marketers, and M3AAWG Recommends TLS, which reviews M3AAWG’s recommendation that mailbox providers phase out SSL encryption in favor of TLS. Look for more smart insights from Josh in 2015.
Steve contributed a post on the proper syntax for displaying a friendly email address, and a very helpful guide for generating useful test data that doesn’t compromise personally identifiable information from your actual customer data. He also detailed the brief DBL false positive from Spamhaus’ new “Abused-Legit” sub-zone and best practices for handling unrecognized responses.
I wrote about some of the subtleties inherent in how brands decide to “converse” with customers in email and other channels. We’ll just keep saying it: companies need to respect the inbox as personal space. I want to thank both Steve and Josh for picking up my slack on blogging. 7+ years is a long time to try and say new things on the blog and I needed a bit of a break.

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Another security problem

I had hoped to move away from security blogging this week and focus on some other issues. But today I see that both CAUCE and John Levine are reporting that there is malware spam coming from a Cheetahmail customer.
Looking at what they shared, it may be that Cheetahmail has not been compromised directly. Given mail is only coming from one /29, which belongs to one customer it is possible that only the single customer account has been compromised. If that is the case, then it’s most likely one of the Cheetahmail users at the customer got infected and their Cheetahmail credentials were stolen. The spammer then gained access to the customer’s Cheetahmail account.  It’s even possible that the spammer used the compromised customer account to launch the mail. If this is the case, the spammer looked exactly like the customer, so most normal controls wouldn’t have noticed this was a spammer.
This highlights the multiple vectors these criminals are using to gain access to ESPs and the mailing systems they use. They’re not just trying to compromise the ESPs, but they’re also attempting to compromise customers and access their accounts so that the spammer can steal the ESPs hard won and hard fought sending reputation.
Everyone sending mail should be taking a long, hard look at their security. Just because you’re not an ESP doesn’t mean you aren’t a target or that you can get away with lax security. You are also a target.

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September 2014: The Month in Email

September was another busy month for us, but Steve stepped up and wrote a number of really interesting posts on email history, cryptography, and current technical issues in the email landscape.
We started the month with a look at the various RFCs that served as the technical specifications for developing message transfer protocols in the 1970s. It’s really fascinating to look at the evolution of these tools we use every day 40 years later. We followed up with a second post on the origins of network email, which is a great primer (or refresher) on the early days of email.
Steve’s four-part series on cryptography and email started with an in-depth look at how the industry is evolving with respect to encryption and privacy issues. He then introduced us to Alice and Bob (or reintroduced those of us who have been following the adventures of the first couple of cryptography), and described symmetric-key and public-key encryption. His next post described message signing, and how DKIM is used to manage this. He finished up the series with a post on PGP keys.
In industry news: Spamcop is shutting down its email service. There shouldn’t be any major impact on senders, but the post has some specific notes on DMARC implications. We also noted an interesting mail routing suggestion on Twitter, and wrote a post on using Mail.app for this.
In other DMARC news, we wrote about DMARC and report size limits, which might be useful information, depending on your configuration. We also launched a new DMARC tool to help senders understand who is publishing DMARC. Let us know what you think and if you’re finding it useful.
We couldn’t let a month go by without mentioning filters. We looked at a sector we don’t usually discuss, corporate filtering, and went in-depth on a much-misunderstood topic, content filtering.
Finally, Laura offered a webinar on a favorite topic, deliverability, in conjunction with the AMA and Message Systems. If you missed it, you can watch the recorded version here, or just take a peek at some of the reaction via Twitter.

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ESPs leaking email addresses

Two of my tagged email addresses started getting identical pharma spam over the weekend. It is annoying me because I am now getting spam in a mailbox that was previously spam free. The spam is overwhelming the real traffic and I am having to make some decisions about what to do with the email addresses and their associated accounts with the companies I gave them to.
One thing I did notice, though, is that both companies use iContact as their ESP. A cursory check of my other mailboxes shows that none of my other tagged addresses are mailed through iContact. I don’t think it’s very likely that these two individual, unrelated companies made deals with the same spammers to sell address lists at the same time. It’s much more likely that there was a compromise somewhere and address lists were stolen.
Edit: Checked my other account and, likewise, I’m getting the same spam to a 3rd address serviced by iContact. I’ve sent mail to all 3 companies involved and we’ll see how they react.
And, as I was thinking about this, iContact just laid off a bunch of staff about the same time they announced their partnership with Goodmail. Based on past history with companies in this situation, it seems possible this is a disgruntled former employee. I’ve also seen reports from other people noticing spam to addresses given to iContact customers.

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