In August, Apple released iCloud+ with the ability to add a custom domain to iCloud Mail. After several months of full-time use, I wanted to share my experience and some of the things to look out for if you’re considering making a move. In short, I’m optimistic but a bit disappointed in Apple’s progress in offering custom domains to iCloud subscribers so far.
I couldn’t wait to get my hands on iCloud Mail’s custom domains, silently announced as a new feature, part of the rebranded iCloud+ subscription service in June 2021. When choosing an email service, a few things are as important as privacy and security. I don’t want a tech company riffling through my emails to market ads to me, and it’s trivial to steal someone’s identity once you’ve gained access to their primary email account.
I also value portability, having the ability to move my domain from one provider to another without changing my address across many services. For years, I have used FastMail with great success. The web interface is, well, fast, and they provide fantastic security features. When HEY! was launched over a year ago, I decided to give the opinionated email service a go. I loved it initially, slowly learning to hate how heavy-handed the design really was.
I decided to move away from HEY in July and try the Microsoft Outlook Premium custom domain feature. Unfortunately, this required me to move my name server hosting to GoDaddy of all places. While the service was rock solid, the features limited me to one domain and didn’t allow for creating alias addresses. I did love the security and privacy features, though, such as masking image URLs and scanning and proxying links within emails to prevent phishing.
In late August, Apple released the custom domain feature in the beta version of iCloud.com. I quickly tried to configure it but ran into issues with routing on their end. This was well documented in the beta period and was only fixed before iOS 15 launched in September. When Apple resolved the routing issue, I moved my primary domain over and haven’t (really) looked back. Through this time period, the forums over at MacRumors were critical for the handful of folks implementing the new feature to share what they’ve learned.
I’ve used iCloud Mail with Custom Domains for my primary personal email since iOS 15 officially launched. Along with my primary domain, I have four “project” domains; all configured as well. To be clear, I’ve had no issue with availability at this time and no known issues with deliverability. However, some things have me annoyed, and I’m sharing this to help others before they take the leap.
Finally, one last thing to note. A subset of folks believe separating your email address from your Apple ID is a critical security measure. The school of thought follows the logic that if you were to be locked out of your Apple ID, you would be unable to retrieve a code through your email to recover the account. There are two reasons I don’t believe this is a substantial risk. First, when deploying a custom email address, you can, at any moment, move to a new service with no intervention from the existing service. So, for example, if I’m locked out of iCloud, I can log into my domain registrar and move my MX records to a new email service. Second, Apple has deployed several new features, including social recovery, to help those locked out of an account without resorting to email. I’ve set this up for my family and believe others should as well.
To wrap, I’m clearly a fan of Apple and trust them with my data. I’m also excited to use my existing iCloud+ subscription to eliminate a dedicated email service subscription. With this in mind, I’m a bit bummed to see Apple missing, or botching, some pretty critical features. However, with their renewed investment in web services and a fresh focus on business and education account management, I’m confident that Apple will iron out many of these issues over the next year. For my use of personal email, I’m ok with iCloud’s shortcomings. If they’re not resolved by next year, though, I’ll likely look elsewhere for my email hosting needs.