Delivering to Gmail

Gmail is a challenge for even the best senders these days.
With the recent Gmail changes there isn’t any clear fix to getting open rates or inbox delivery back up. Some of it depends on what is causing Gmail to filter the mail. Changing subject lines, from name, from address may get mail back to the inbox in the short term, but it only works until the filters catch up.
What I am seeing, across a number of clients, is that Gmail is doing a lot of content reputation and that content reputation gets spread across senders of that content.  That means you want to look at who is sending any mail on your behalf (mentioning your domain or pointing at your website) and their practices. If they have poor practices, then it can reflect badly on you and result in filtering.
From what I’ve seen, these are very deliberate filtering decisions by Google. And it’s making mail a lot harder for many, many senders. But I think it is, unfortunately, the new reality.

Role accounts, ESPs and commercial email
Outlook 365 having a bad day

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IP reputation and email delivery

IP reputation is a measure of how much wanted mail a particular IP address sends.  This wanted mail is measured as a portion of the total email sent from that IP. Initially IP reputation was really the be all and end all of reputation, there was no real good way to authenticate a domain or a from address. Many ISPs built complex IP reputation models to evaluate mail based on the IP that sent the mail.
These IP reputation models were the best we had, but there were a lot of ways for spammers to game the system. Some spammers would create lots of accounts at ISPs and use them to open and interact with mail. Other spammers would trickle their mail out over hundreds or thousands of IPs in the hopes of diluting the badness enough to get to the inbox. Through it all they kept trying to get mail out through reputable ESPs, either by posing as legitimate customers or compromising servers.
These things worked for a while, but the ISPs started looking harder at the recipient pool in order to figure out if the interactions were real or not. They started looking at the total amount of identical mail coming from multiple IP addresses. The ISPs couldn’t rely on IP reputation so they started to dig down and get into content based filtering.
As the ISPs got better at identifying content and filtering on factors other than source IP, the importance of the IP address on inbox delivery changed. No longer was it good enough to have a high reputation IP sending mail.
These days your IP reputation dictates how fast you can send mail to a particular ISP. But a high reputation IP isn’t sufficient to get all the mail in the inbox. It’s really content that drives the inbox / bulk folder decisions these days.
 
Generally IPs that the ISP has not seen email traffic from before start out with a slight negative reputation. This is because most new IPs are actually infected machines. The negative reputation translates to rate limiting. The rate limiting minimizes people getting spam while the ISP works out if this is a real sender or a spammer.
Some ISPs put mail in the inbox and bulk foldering during the whitelisting process. In this case what they’re doing is seeing if your recipients care enough about your mail to look for it in the bulk folder. If they do, and they mark the mail as “not spam” then this feeds back to the sender reputation and the IP reputation.
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The challenge of Gmail

A lot of my sales inquiries recently are about getting good inbox delivery at Gmail. I’ve mentioned before, I can usually tell when an ISP changes things because they suddenly become the subject of a great many phone calls.
In this case, Gmail seems to have turned up their engagement filters and is sending a lot more mail to the bulk folder. I have also noticed other people are blogging about Gmail delivery problems. Al eventually determined that it was mailings sent from other IPs that were degrading the delivery of his customer’s emails.
Gmail, more than the other major ISPs, seems to not be weighting IP reputation very heavily these days. They’re looking at domain reputation and they’re using all mentions of a domain in that reputation. A lot of senders, some of them spammers, segregate their email streams (acquisition, marketing, transactional) across IP addresses in order to stop poorly performing mails from harming delivery of other emails they’re sending. But Gmail’s current filtering scheme seems designed to focus on domain reputation and minimize the impact of IP reputation.
This is making the Gmail inbox tough to reach for a lot of mailers these days. Even in cases where the mailer isn’t hiring affiliates or actively partitioning mail, if a domain is seen frequently in spam then delivery for that whole domain is hurting. Signing with DKIM and publishing a DMARC record may help. But the reality right now is that there doesn’t seem to be a silver bullet into the Gmail inbox.

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