You can't technical yourself out of delivery problems

In many cases these days, many more cases than a lot of senders want to admit, delivery problems at the big ISPs are a result of sending mail recipients just don’t care about. The reason your mail is going to bulk? It’s not because you have minor problems in your headers. It’s not because you have some formatting issues. The reason is because your recipients just don’t care if the ISP delivers your mail or not.
A few years ago the bulk of my clients hired me to do technical audits for their mail. I fixed a lot of delivery problems that way. They’d send me their email and I’d run it through tools here and identify things they were doing that were likely to be causing problems. I’d give them some suggestions of things to change. Believe it or not, minor tweaks to headers and configuration actually did make a lot of difference in delivery.
Over time, though those tweaks less effective to fix delivery problems. Some of it is due to the MTA vendors, they’re a lot better at sending technically correct mail than they were before. There are also a lot more people giving good advice on the underlying structure and format of emails so senders can send technically clean email. I started seeing technically perfect emails from clients who were seeing major delivery problems.
There are a number of reasons that technical fixes don’t work like they used to. The short version, though, is that ISPs have dealt with much of the really blatant spam and they can focus more time and energy on the “grey mail”.
This makes my job a little harder. I can no longer just look at an email, maybe run it through some of our tools and provide a few suggestions that fix delivery problems. Delivery isn’t that simple any longer. Filters are really more focused on how the recipients react to mail. That means I need to know a lot more about a clients email program before I can even start to identify what might be causing the delivery issues.
I wish it were still so simple I could give minor technical tweaks that would appear to magically improve a client’s delivery. It was a lot simpler process then. But filters have evolved, and senders must evolve, too.

5 Years
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I’ve been feeling a little philosophical lately. My thoughts are meandering a lot around the whys and the deeper issues surrounding stuff, including email. It means I’m a bit more distracted and less focused than usual. And more prone to pose questions than usual. This was part of the introspection that led me to write the motivating people post last week. I’m trying to figure out how to motivate volunteers in two different realms. And there’s always the question of how do I present a solution to clients in a way that motivates them to take my advice. Sure, I get paid either way, but I really like it when clients take my advice and see success.
There are other places this mental meandering is taking me.
I’m currently working on a project for a client. This particular client is struggling to get mail delivered to a very mobile business audience. In the target field, people change jobs regularly and email addresses can change multiple times a year. One of the things I’m working on for them is how to get email to the right people, that is the people who opted in, when their addresses change so frequently.
This is delivery consulting, but this project really brings home how much more there is to delivery than avoiding filters. Filters are the least of this client’s problem. The real problem is the mobility of their audience. As I was thinking about how to address this issue of mobility, I realized that my job as a delivery expert has gone well beyond telling people how to get their mail past filters.
My job is much more about helping people succeed at what it is that they’re trying to do with email. How can email work for you and for your target audience?
Looking at the broader picture means I’m less likely to focus on the minutia of “spam words” and subject lines and best time of day to send. Sure, there are always tweaks to make in an email. There are always things to test. There are always changes to try. But the effect of those changes is not near as great as actually sending mail that meets the needs of the audience.
Often clients come to me so overwhelmed in the details they forget the bigger picture. I help them find that picture again. My job is much more than getting through the filters, it’s about finding success for clients.

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There’s a certain type of sender that thinks every ISP block or email delivered to the bulk folder is a false positive. They’re so sure that the filters aren’t actually supposed to catch their mail that they’ll spend any amount of money and do every possible thing to get their mail to the inbox.
The problem for these senders, though, is that their mail is exactly the type of mail filters are designed to catch. They’re sending mail without recipient permission. I’m not talking about the lists that get a few typos or problem addresses on them. I’m talking about senders that buy and trade mailing lists. I’m talking about senders that don’t believe they have to have permission to send mail.
This mail getting filtered is a sign that the filters are working as intended. They’re keeping the unsolicited email out.
A lot of us take for granted that all commercial mail, at least that isn’t selling fake watches or herbal viagra, is always sent with permission. But there’s an awful lot of mail out there that doesn’t even have a minor fig leaf of permission. Filters stop that mail. And senders have very little recourse when they do.

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