Apple one time email addresses

At WWDC 2019 Apple announced “Sign in with Apple.” This is a service that allows iOS users to log into different applications with private, dedicated email address. When developers send mail to that address, Apple will forward it to the email address associated with the users AppleID. App developers that offer any third party log in will be required to also offer AppleID log in.


icon of a padlock with an at sign on it

Apple has set up a private email relay service for this program. Program users must register their sending email domain and addresses and publish SPF records for that domain.


In order to send email messages through the relay service to the users’ personal inboxes, you will need to register your outbound email domains. All registered domains must create Sender Policy Framework (SPF) DNS TXT records in order to transit Apple’s private mail relay. You can register up to 10 domains and communication emails. Configure Private Relay

Not only are Apple protecting their user’s email addresses, but they’re also denying access to anyone who is not preregistered. This means any stolen apple addresses are likely to be invalid after they’re stolen from the initial sender.

I do have to wonder what deliverability will be like. This is just a forwarding service so there are questions about how this will affect marketers.

  1. When registering addresses, do you need to register the 5321.from, 5322.from or both?
  2. Will the relay server rewrite the 5321.from?
  3. If the relay server rewrites the 5321.from, how will that interact with companies using only SPF authentication for DMARC?
  4. If the relay server doesn’t rewrite the 5321.from, how will that interact with companies who use only SPF authentication for DMARC?
  5. Will the relay server make any changes that break DKIM?
  6. When forwarding to domains that have DKIM based FBLs will FBL mails reveal the recipient address to the marketer?
  7. What happens to mail coming from an unregistered email address?
  8. How do users unsubscribe from emails? Will Apple include the private email address in emails?
  9. How is Apple going to maintain the reputation of their relay IP addresses?

I’ve got mail into Apple asking if they’ll answer some technical questions about this. We’ll see if they answer.

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Conversations with spammers

It’s amazing how many spammers try and fool deliverability into accepting a questionable list. All too often they fall back on a story. The basic points: a company you’ve never heard of collected millions of email addresses on a website hosted on a low end VPS.

I’ve never heard of your company. We’re just that much better at marketing. This list is guaranteed 100% opt in. Subscribers are desperate to hear from us. The mail is vital and important. We had some problems at our last ESP, but that’s just because they don’t understand our business model. And we had a brief problem with complaints. But they weren’t real complaints. Our competitors are signing up for the list and complaining to hurt out business. It’s not a list problem, it’s that we’re so dominant they have to subvert us. That’s just because we’re that much better at their jobs than anyone else.
You’re looking for deliverability help. Well, yeah, sometimes Gmail delivery is bad, but that’s simply because we won’t pay Google money for advertising. Google is so afraid of us they deliberately filter all this spectacularly wanted email into the bulk folder. They have problems with us as a business. Oh, and we might, sometimes, occasionally have a minor problem with Yahoo. But, again, it’s because we threaten them and they don’t want to have to compete on a level playing field.
If they’re a potential customer, I tell them about our services and offer a proposal. Once some company I’ve never heard of tells me their bad delivery is because global companies are afraid of them, there’s really nothing I can do. They’re unlikely to listen to me explain reality to them.
Sometimes, though, this conversation happens because I’m consulting for an ESP or an Agency. They’ve brought me in to discuss deliverability with a customer or vendor. In those cases, it’s my job to keep going.
Your site doesn’t actually have a signup form. That’s because we’re in the middle of an upgrade cycle and had some problems with the back end. [Alternative: We stopped collecting new email addresses because of their deliverability problems and removed the form.] Your site has a signup form, and I signed up, but never got any mail from you. We disconnected the signup form while we handle our deliverability problems. [Alternative: That shouldn’t happen. We can forward you some messages instead.] I have received spam advertising your company. We had a rogue affiliate that we discovered was spamming and we cut them off.
No, this is direct from your IP space. Oh, well, you must have opted in and forgotten about it. [Alternative: We had a rogue sales guy, but we fired him for spamming.] Your company has only been in business for 3 years, this is an address I haven’t used since the ’90s. Oh, we probably bought a company that you opted into and so have permission that way.
That’s not really permission. Of course it is!
OK…. How can I help you. We want you to call Google / Yahoo / Hotmail and tell them we’re really a legitimate company that’s sending content and we shouldn’t be in the bulk folder.
What have you changed? Nothing! Why would we change anything? We’re great marketers. We have all these plans but need to get back to the inbox before we can implement them.
Um… there’s no filter setting for “laura says they’re a good sender.” They’re going to look for new sending patterns so let’s change a few things. Well, we recently removed 2/3 of our database, but it made no difference so we don’t know what else you think we can do.
Let’s talk about your technical setup.

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Don't bother unsubscribing

In the early years of the spam problem, a common piece of advice was to never unsubscribe. At the time, this made a lot of sense. Multiple anti-spammers documented spammers harvesting addresses from unsubscribe forms. This activity tapered off around 2000 or so, although the myth persisted for much longer.

These days, there isn’t much harm in unsubscribing. I even spent a full month unsubscribing from spam at one of my dormant accounts (Yes, spam is still a problem). While the graph shows an initial increase in spam, levels dropped for the next few months. By the time I cancelled the account in 2017, spam levels were at very low. I don’t know if the decrease was due to the unsubscribing or if there were improvements in the filtering appliance the ISP used.
More recently the biggest problem is senders that don’t honor unsubscribes. There are a lot of reasons this can happen and they’re not all malicious. Still, too many companies don’t care enough to actually make sure their unsubscribe process is working. I’ve had way too many companies “lose” unsubscribe requests, sometimes years after I asked them to stop. I expect many of these cases are accidents. They switch ESPs and decide or forget or otherwise fail to transfer unsubscribes to the new ESP. But, in other cases, there doesn’t seem to be any ESP change. It appears the companies think that they can reactivate unsubscribes at some point (pro tip: there is no expiration on legally required unsubscribe requests).
All of this leads to my current recommendation: yeah, unsub if you feel like it, it’s unlikely to hurt, and it’s possible it will help. But, don’t expect them to actually work permanently. Companies just don’t care enough to make them permanent.
 
 

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Collecting email addresses

One of the primary ways to collect email addresses is from website visitors, and it’s actually a pretty good way to collect addresses. One of the more popular, and effective, techniques is through a pop-up window, asking for an address. Users need to provide an address or click a “no thanks” link or close the window. I’ve noticed, though, that many companies drop something passive aggressive in their “no thanks” button. “No, thanks, I don’t want to save money.” “I don’t need workout advice.”

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