Change is coming…

A lot of email providers are rolling out changes to their systems. Some of these changes are so they will comply with GDPR. But, in other cases, the changes appear coincidental with GDPR coming into effect.
It seems, finally, some attention is being paid to the mail client. Over the last few years the webmail providers have tried to upgrade their interface.  Many of the upgrades are about managing high volumes of email in a more efficient manner. Google uses tabs while Microsoft has sweep and focused inbox.
It’s about time the mail client got an overhaul. My Apple mail client doesn’t look all that different from the desktop client I was using back in the late 90s on OS/2 Warp back in the late 90s. In some ways the OS/2 client was actually more functional. And, well, I do miss a lot of the flexibility of mutt in the shell.
Today, Google announced to Google Suite administrators that they would be rolling out a major client overhaul. G Suite admins who want to can join the early adopter program in the coming week. Techcrunch has a sketch of what the new mailbox layout looks like, done by someone who says they saw a Google engineer working on a train.
What’s interesting about the sketch is it seems tabs are going away. Given how many senders hate tabs I’m sure this is a welcome relief. We’ll see, though, if there’s not more inbox management built into the new client or not. The nifty new features are “snooze” – hide this email for some period of time and bring it back at some point in the future. The other big thing is calendar access right from the mail client.
I expect, too, that as OATH: brings the Yahoo and AOL mailboxes under one banner, there will also be some changes there. All of this amounts to more uncertainty in the email delivery space. But we’ll get through, we always do.

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How long does it take to change reputation at Gmail?

Today I was chatting with a potential client who is in the middle of a frustrating warmup at Gmail. They’re doing absolutely the right things, it’s just taking longer than anyone wants. That’s kinda how it is with Gmail, while their algorithm can adapt quickly to changes. Sometimes, like when you’re warming up or trying to change a bad reputation, it can take 3 – 4 weeks to see any direct progress.This is a screenshot of IP reputation on Google Postmaster Tools. The sender made some significant changes in mail sending on some of their IP addresses starting in mid to late December. You can see, that the tools noticed and the reputation of those IPs bad to good fairly rapidly. It took a few more weeks of consistent sending for those two IPs to switch to yellow. And it took around another month for the reputation to flip to high.
Because this company is doing all the right things, and they’re seeing (as they describe it) some small amounts of improvement, I told them to give it another couple weeks. If they weren’t happy with their progress I could help them. But, frankly, until we can tell if this is something other than a normal warmup there isn’t much else to do.
When I got off the phone I felt very much like a doctor telling a patient to take two aspirin and call me in the morning. But, honestly, sometimes that is the right answer. Give it time.

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Filters evolving

I started writing this blog post while sitting on a conference call with a bunch of senders discussing some industry wide problems folks are having with delivery. Of course the issue of Microsoft comes up. A lot of senders are struggling with reaching the inbox there and no one has any real, clear guidance on how to resolve it. And the MS employees who regularly answer questions and help folks have been quiet during this time.

In some ways the current situation with Microsoft reminds me of what most deliverability was like a decade ago. Receivers were consistently making changes and they weren’t interacting with senders. There weren’t FBLs really. There weren’t postmaster pages. The reason knowing someone at an ISP was so important was because there was no other way to get information about blocking.
These days, we have a lot more institutional knowledge in the industry. The ISPs realized it was better to invest in infrastructure so senders could resolve issues without having to know the right person. Thus we ended up with postmaster pages and a proliferation of FBLs and best practices and collaboration between senders and receivers and the whole industry benefited.
It is challenging to attempt to troubleshoot deliverability without the benefit of having a contact inside ISPs. But it is absolutely possible. Many ISP folks have moved on over the years; in many cases due to layoffs or having their positions eliminated. The result is ISPs where there often isn’t anyone to talk to about filters.
The lack of contacts doesn’t mean there’s no one there and working. For instance, in the conference call one person asked if we thought Microsoft was going to fix their systems or if this is the new normal. I think both things are actually true. I think Microsoft is discovering all sorts of interesting things about their mail system code now that it’s under full load. I think they’re addressing issues as they come up and as fast as they can. I also think this is some level of a new normal. These are modern filters that implement the lessons learned over the past 20 years of spam filtering without the corresponding cruft.
Overall, I do think we’re in a period of accelerating filter evolution. Address filtering problems has always been a moving target, but we’ve usually been building on known information. Now, we’re kinda starting over. I don’t have a crystal ball and I don’t know exactly what the future will bring. But I think the world of deliverability is going to get challenging again.
 

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Oh, Microsoft

Things have been a little unsettled at Microsoft webmail properties over the last few months. A number of ESPs reported significantly increased deferrals from Microsoft properties starting sometime late in November. Others saw reduced open rates across their customer base starting in late October. More recently, people are noticing higher complaint rates as well as an increase in mail being dropped on the floor. Additionally, Return Path announced certification changes at the end of November lowering the Microsoft overall complaint rate to 0.2%, half of what is was previously.

Overall, sending mail to Microsoft is a challenge lately. This is all correlated with visible changes which may seem unrelated to deliverability, but actually are. What are the changes we know about?

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