Looking forward

The nice folks over at Sparkpost asked me and other email experts for some thoughts on what we think the most important issues in email will be in 2016.
I do think security is going to be a major, major change in delivery. From what I’ve seen there’s been a shift in the mindset of a lot of people. Previously a lot of folks in the email space were very accommodating to old systems and unauthenticated mail and were not quite ready to cut off senders that didn’t meet modern standards.
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There were a lot of people who didn’t want to take any action that would break email. There are still a lot of people who think that breaking email is a bad thing and changes should be backwards compatible.
Then people started realizing not every change had to be backwards compatible.
 
There are a few reasons I think this attitude shift happened.

Email is a malicious channel.

I’ve mentioned this before, but email is an incredibly malicious channel and much of the email traffic out there is actively trying to hurt or steal from people. People have been fighting this malicious traffic for almost 2 decades. Some of the same folks who were doing this when I first started are still doing this. What they’ve done so far has mitigated many of the damages, but the problem isn’t under control. Now we’re looking at more than just a few tens of dollars paid to a spammer, but tens of thousands of dollars wired from businesses.
Internet crime is not “virtual” any longer. It’s real and it’s toxic.

The rise of Social Media.

Even a decade ago email lists were the way to chat with friends. Yes, there were some web based forums, but a lot of how we interacted with each other online was through email. Now, we have social media to communicate with folks. And it gives us a lot more flexibility. One of the things that seemed to happen on mailing lists, particularly large ones, is off topic posts and side conversations. People split off private lists as friendships (and even cliques) developed. This is so much easier with social media!
Social media has created an environment where email is not the only way to communicate and is often not the best way to communicate.

Yahoo broke email, and we all survived.

Then, 18 months ago, Yahoo flipped the p=reject switch for the yahoo.com domain. That did break email. A lot of people ended up scrambling very, very hard and fast to cope with how much this broke email. Even now, the problems created by Yahoo (and then AOL and soon Gmail) requiring all mail using their domains to come from their servers are not yet completely mitigated. But work arounds and fixes are being implemented.
I think this convinced a lot of people that “breaking email” wasn’t necessarily a bad thing. Three or so years ago, I made the statement I didn’t see the webmail providers implementing p=reject, because I really didn’t. It would force users to change how they use email. But, they did and   we could force a higher level of security, and even if it did break email the problems would be addressed and people would adapt.

IPv6 will change everything.

Even though most mail isn’t currently using IPv6 people are planning for it. They also realized they didn’t have to account for old, legacy systems that weren’t updated. Delivery standards could be set, like having rDNS or requiring authentication, and senders would have to cope. And people coped.
All in all, email security is going to be A Big Deal in 2016 and beyond.

Buying lists costs more than just money
CASL botnet take down

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Compromises and phishing and email

Earlier this month, Sendgrid reported that a customer account was compromised and used for phishing. At the time Sendgrid thought that it was only a single compromise. However, they did undertake a full investigation to make sure that their systems were secure.
Today they released more information about the compromise. It wasn’t simply a customer account, a Sendgrid employee’s credentials were hacked. These credentials allowed the criminals to access customer data, and mailing lists. Sendgrid has a blog post listing things customers should do and describing the changes they’re making to their systems.
Last month it was Mandrill. Today it’s Sendgrid. It could be anyone tomorrow.
Security is hard, there’s no question about it. Users have to have access. Data has to be transferred. Every user, every API, every open port is a way for a bad actor to attempt access.
While it wasn’t said directly in the Sendgrid post, it’s highly likely that the employee compromise was through email. Most compromises go back to a phish or virus email that lets the attacker access the recipient’s computer. Users must be ever vigilant.
We, the email industry, haven’t made it easy for users to be vigilant. Just this weekend my best friend contacted me asking if the email she received from her bank was a phishing email. She’s smart and she’s vigilant, and she still called the number in the email and started the process without verifying that it was really from the bank. She hung up in the transaction and then contacted me to verify the email.
She sent me headers, and there was a valid DMARC record. But, before I could tell her it wasn’t a phishing email, I had to go check the whois record for the domain in question to make sure it was the bank. It could have been a DMARC authenticated email, but not from the bank. The whois records did check out, and the mail got the all clear.
There’s no way normal people can do all this checking on every email. I can’t do it, I rely on my tagged addresses to verify the mail is legitimate. If the mail comes into an address I didn’t give the sender, then it’s not legitimate – no matter what DMARC or any other type of authentication tells me. But most people don’t have access to tagged or disposable addresses.
I don’t know what the answers are. We really can’t expect people to always be vigilant and not fall for phishing. We’re just not all present and vigilant every minute of every day.
For all of you who are going to tell me that every domain should just publish a p=reject statement I’ll point out DMARC doesn’t solve the phishing problem. As many of us predicted, phishers just move to cousin and look alike domains. DMARC may protect citi.com, but citimarketingemail.com or citi.phisher.com isn’t.
We’ve got to do better, though. We’ve got to protect our own data and our customer’s data better. Email is the gateway and that means that ESPs, with their good reputations and authentication, are prime targets for criminals.

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Peeple, Security and why hiding reviews doesn't matter

There’s been a lot of discussion about the Peeple app, which lets random individuals provide reviews of other people. The founders of the company seem to believe that no one is ever mean on the Internet and that all reviews are accurate. They’ve tried to assure us that no negative reviews will be published for unregistered users. They’re almost charming in their naivety, and it might be funny if this wasn’t so serious.
The app is an invitation to online abuse and harassment. And based on the public comments I’ve seen from the founders they have no idea what kind of pain their app is going to cause. They just don’t seem to have any idea of the amount of abuse that happens on the Internet. We work with and provide tools to abuse and security desks. The amount of stuff that happens as just background online is pretty bad. Even worse are the attacks that end up driving people, usually women, into hiding.
The Peeple solution to negative reviews is two fold.

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Social invading everything

I discovered, inadvertently, that there is a business networking site modeled after dating site. If you’re selling something you go on the site and register as a seller. If you’re buying something you go on the site and register as a buyer. Buyers can post RFIs and sellers can respond.
Decent enough business model, they’ve even fleshed it out so the site itself acts as an invoicing and billing mechanism.
That’s how I discovered it, one of our very large international telco customers decided they wanted to use this site for billing. Many large telcos expect vendors to use their proprietary site, so I wasn’t that surprised when they asked. And, given they’re international being able to bill them electronically just means I don’t have to remember to use the international stamps.
At the behest of our customer, I signed up at the website. It’s like most social networking sites, create a profile, categorize yourself, make everything public. The thing is, I don’t want to use this site to find new customers. I am just using it because one of my current customers is expecting it. Don’t get me wrong, Abacus is a great product and our customers are extremely happy with it, but it’s pretty niche. It’s not something that’s going to be searched for on a generic website.
I thought that when I set my profile to private that would be some sort of signal to keep me out of the main directory of the site. This morning I realized that wasn’t true when I got a bunch of emails telling me about all these companies looking for “business software” (the closest category I could find).
Getting a bunch of irrelevant mail was annoying enough. Even worse, there was no unsub link in the email. Eventually, I discovered an entire page of email options that were not made clear to me up front. I also sent mail to support and suggested that they talk to their lawyers to clarify whether their opt-out option was consistent with CAN SPAM. I’m pretty sure it doesn’t, but I am not a lawyer.
To the company’s credit, they did have good support and my questions through support were answered in a timely fashion. One of their support reps even called me on the phone to clarify what it was that I wanted to happen and walk me through their email options. She was very upfront about yes, they opted everyone in to all the mail at the very beginning of the process. “We’re like match.com for businesses!”
I’m sure there are some businesses that will find this service to be great. But it’s not what I want or need. Despite the fact that their support was so helpful, I don’t have a great feeling about this company. It seems a bit dishonest that I thought I was signing up for a billing portal, but was actually joining “match.com for businesses. Why couldn’t they make that clear in the 7 emails in 2 days “inviting” me to sign up?
I know I’m a little more sensitive to bad mailing processes than most people, but this was quite an unpleasant experience from the multiple identical emails and reminders before I signed up to the irrelevant stuff I got afterwards.

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