Guaranteed email delivery

Ben over at Mailchimp has a good post about his response (and his support staff’s more professional and helpful response) to inquires asking if Mailchimp can guarantee an improvement in delivery.
I sympathize with Ben, and commend his staff. I often get potential clients asking me if I can guarantee I can get their mail to the inbox or get them off a public or private blocklist. And, the answer really is no, I can’t guarantee anything. Much of delivery is solely in the hands of the actual sender. Sure, ESPs can enforce a certain standard of behaviour and they can do all the technical things right. And consultants like me can tell you how ISP spam filters work and explain how some of your choices and processes affect delivery. But none of us can guarantee inbox delivery.
Only one company has tried to guarantee inbox delivery, and they shut down earlier this year because they were non-viable and couldn’t get enough of a recipient userbase to attract customers.
For the rest of us, though, the best we can do is give senders the tools and information they need to succeed in getting mail delivered to the inbox.

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Poor delivery can't be fixed with technical perfection

There are a number of different things delivery experts can do help senders improve their own delivery. Yes, I said it: senders are responsible for their delivery. ESPs, delivery consultants and deliverability experts can’t fix delivery for senders, they can only advise.
In my own work with clients, I usually start with making sure all the technical issues are correct. As almost all spam filtering is score based, and the minor scores given to things like broken authentication and header issues and formatting issues can make the difference between an email that lands in the inbox and one that doesn’t get delivered.
I don’t think I’m alone in this approach, as many of my clients come to me for help with their technical settings. In some cases, though, fixing the technical problems doesn’t fix the delivery issues. No matter how much my clients tweak their settings and attempt to avoid spamfilters by avoiding FREE!! in the subject line, or changing the background, they still can’t get mail in the inbox.
Why not? Because they’re sending mail that the recipients don’t really want, for whatever reason. There are so many ways a sender can collect an email address without actually collecting consent to send mail to that recipient. Many of the “list building” strategies mentioned by a number of experts involve getting a fig leaf of permission from recipients without actually having the recipient agree to receive mail.
Is there really any difference in permission between purchasing a list of “qualified leads” and automatically adding anyone who makes a purchase at a website to marketing lists? From the recipient’s perspective they’re still getting mail they don’t want, and all the technical perfection in the world can’t overcome the negative reputation associated with spamming.
The secret to inbox delivery: don’t send mail that looks like spam. That includes not sending mail to people who have not expressly consented to receive mail.

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Don't be the tomcat

Our tomcat, Grover, wants to go outside. He wants to go out the side door, so he’s been sitting in front of it, looking at me, then staring at the door. He’s been doing this for about half an hour, intermixed with occasional sad yowling.
The back door is open, and he can get from outside the back door to outside the side door in a minute, tops. But he wants to go out the side door.
(I’d get up and open the side door for him anyway, but I have another cat asleep on my lap and it’s not fair to move her just because Grover is being difficult).
I’ve been having a discussion with him:
Grover, the back door is open.
But I want to go out the side door.
You could go out the back door and then go round to the side door.
But I want to go out the side door.

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Guide to resolving ISP issues

I often get a chuckle out of watching some people, who are normally on the blocking end of the delivery equation, struggle through their own blocking issues. A recent situation came up on a mailing list where someone who has very vehement opinions about how to approach her particular blocklist for delisting and that the lists policies are immutable. The company she works for is having some delivery issues and she’s looking for a contact to resolve the issues.
While digging through my blog posts to see if there was any help I could provide, I realized I don’t have a guide to resolving blocking issues at ISPs. Much of the troubleshooting can be done without ever contacting the ISPs or the blocklists.
Identify the issue.
There are a number of techniques that ISPs use to protect their users from malicious or problematic mail, from rate-liming incoming mail, putting mail in the bulk folder, or blocking specific IP addresses. Step one to resolving any delivery problem is to identify what is happening to the mail. In order to resolve the issue, you have to know what the issue is.
All too often, the description of a delivery problem is: My mail isn’t getting delivered. But that isn’t very clear as to what the actual problem is. Are you being temp failed? Is mail being blocked? Is mail going to the bulk folder? Is this something affecting just you or is it a widespread problem?
Troubleshoot your side.
Collect as much data about the problem as you can. Dig through logs and get copies of any rejection messages. Follow any URLs that are present in the bounce messages. Try sending a bare bones email to yourself at that ISP with just URLs, is it still blocked? What if you send from a different IP, does the same thing happen?
There is a lot of troubleshooting a sender can do without having to contact an ISP, and the information can lead to resolution that doesn’t involve having to contact the ISP. Also, many current ISP blocks are dynamic, they come up and go down without any human intervention. Those blocks that require contact to get them resolved have clear instructions in the bounce message.
Fix your stuff.
Whether it’s a reputation issue or a minor technical issue, fix the problem on your end. Just moving IP addresses or changing a URL isn’t a sustainable fix. There is a reason mail is being blocked or filtered and if you don’t fix that issue, the blocks are just going to come back. After you do fix your stuff, expect to see changes in a few days or a week. The ISP filters are generally quite responsive to sender improvements so if you’ve fixed the stuff you should see changes pretty quickly. Expect unblocking or filtering to take a little longer than the block was in place.
If you can’t figure out what the problem is, hire a consultant. Here at Word to the Wise we can often quickly identify a problem and provide a path to resolution. Sometimes the problem isn’t even the ISPs, we’ve had multiple cases where our clients were using custom software and their software wasn’t SMTP compliant and we were able to identify the problem and get their mail working again. There are a host of other independent consultants out there that can also help you identify and resolve blocking problems.
Contact the ISPs.
If there is a hard block or after fixing what you think the underlying problem is, you’ll have to contact the ISP. Many ISPs provide self service websites and contact forms to facilitate this process. Generally, though, most issues aren’t going to require contact.

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