watchOS 8.5 Fixes Mail Privacy Protection Loophole That Could Expose IP Addresses

watchOS 8.5 fixes a security vulnerability in the Mail app that could leak a user's IP address when downloading remote content, security researchers have found.

ios15 mail privacy feature
Last year, it emerged that Apple's Mail Privacy Protection feature was undermined by a lack of Apple Watch support. Mail Privacy Protection was a new feature introduced with iOS 15, iPadOS 15, and macOS Monterey that hides your IP address so senders are not able to determine your location or link email habits to your other online activity. It also prevents senders from tracking whether you opened an email, how many times you viewed an email, and whether you forwarded the email.

The feature works by routing all content downloaded by the Mail app through multiple proxy servers to strip your IP address, and then it assigns a random IP address that corresponds to your general region, making email senders see generic information rather than specific information about you.

Apple's legal documentation on Mail Privacy Protection indicates that the feature is available for iPhone, iPad, and Mac only, but security researchers and developers Talal Haj Bakry and Tommy Mysk discovered that since the Apple Watch does not hide a recipient's IP address, it can compromise the overall security provided by Mail Privacy Protection.

The Apple Watch downloads remote content, such as images, using the recipient's real IP address, both when receiving a Mail notification and when opening an email, meaning that even for users who had enabled Mail Privacy Protection on their ‌iPhone‌, their IP address can be exposed.

While Mail Privacy Protection is a feature exclusive to iOS 15, iPadOS 15, and macOS Monterey, the fact that simply receiving a Mail notification on the Apple Watch could reveal a user's IP address and bypass Mail Privacy Protection on other devices seemed to be an oversight. Now, Bakry and Mysk have found that Apple has fixed the issue in watchOS 8.5.

As of watchOS 8.5, loading remote content is automatically blocked on the Apple Watch, and instead provides an option to "Load Content Directly." Users can also select "Always Load Content Directly" for all new emails or "Ask to Load Content" on a per-email basis. The improvement was not included in watchOS 8.5's release notes.

watchOS 8.5 was released to the public yesterday and the update brings a number of other improvements, including updates to irregular heart rhythm notifications designed to improve atrial fibrillation identification, audio hints in Apple Fitness+ workouts, the ability to authorize Apple TV purchases and subscriptions, and the ability to restore an Apple Watch using an iPhone.

Top Rated Comments

msackey Avatar
27 months ago

The watchOS team really needs a shake-down. I’ve got the newest watch, and it has recently been the glitchiest of all my Apple devices.
Shortcuts on Apple Watch are very glitchy too.

Anytime you have a Prompt with text in which the input is numeric (e.g., “Please input your weight” and the input is numbers only), the Apple Watch will not display the prompt and only ask you to input numbers. When you have a Shortcut with various prompts (e.g., What is your weight? What is your BMI? etc.) you need to see what the prompt is asking otherwise you lose your place and don’t know what the context is for inputting numbers! This doesn’t even need explanining.

This issue has been with us since about the last two Apple WatchOS versions!
Score: 3 Votes (Like | Disagree)
twistedpixel8 Avatar
27 months ago

Security vulnerability is a part of life.

It will always happen.
True, but this one was ridiculous for Apple to miss.
Score: 3 Votes (Like | Disagree)
pdaholic Avatar
27 months ago
The watchOS team really needs a shake-down. I’ve got the newest watch, and it has recently been the glitchiest of all my Apple devices.
Score: 3 Votes (Like | Disagree)
dk001 Avatar
27 months ago
Things like this make you wonder how segregated Apple teams are.
This should not have been missed.
Score: 2 Votes (Like | Disagree)
twistedpixel8 Avatar
27 months ago

The two most egregious glitches for me are the random failure to charge (even with the oem charger) and my inability to turn off screen time downtime. Downtime randomly turns on and I have to reboot the watch to get it to turn off, otherwise the watch is useless. There are other glitches, but those stand out!
I was almost late for work this morning because haptics just completely stopped and my watch alarm is set to vibrate only.
Score: 2 Votes (Like | Disagree)
pdaholic Avatar
27 months ago

Shortcuts on Apple Watch are very glitchy too.

Anytime you have a Prompt with text in which the input is numeric (e.g., “Please input your weight” and the input is numbers only), the Apple Watch will not display the prompt and only ask you to input numbers. When you have a Shortcut with various prompts (e.g., What is your weight? What is your BMI? etc.) you need to see what the prompt is asking otherwise you lose your place and don’t know what the context is for inputting numbers! This doesn’t even need explanining.

This issue has been with us since about the last two Apple WatchOS versions!
The two most egregious glitches for me are the random failure to charge (even with the oem charger) and my inability to turn off screen time downtime. Downtime randomly turns on and I have to reboot the watch to get it to turn off, otherwise the watch is useless. There are other glitches, but those stand out!
Score: 1 Votes (Like | Disagree)

Popular Stories

reset password request iphone

Warning: Apple Users Targeted in Phishing Attack Involving Rapid Password Reset Requests

Tuesday March 26, 2024 4:34 pm PDT by
Phishing attacks taking advantage of Apple's password reset feature have become increasingly common, according to a report from KrebsOnSecurity. Multiple Apple users have been targeted in an attack that bombards them with an endless stream of notifications or multi-factor authentication (MFA) messages in an attempt to cause panic so they'll respond favorably to social engineering. An...
Generic iOS 18 Feature Purple

iOS 18: What to Expect From 'Biggest' Update in iPhone's History

Wednesday March 27, 2024 11:10 am PDT by
At least some Apple software engineers continue to believe that iOS 18 will be the "biggest" update in the iPhone's history, according to Bloomberg's Mark Gurman. Below, we recap rumored features and changes for the iPhone. "The iOS 18 update is expected to be the most ambitious overhaul of the iPhone's software in its history, according to people working on the upgrade," wrote Gurman, in a r...
maxresdefault

Apple to Launch New iPad Pro and iPad Air Models in May

Thursday March 28, 2024 11:07 am PDT by
Apple will introduce new iPad Pro and iPad Air models in early May, according to Bloomberg's Mark Gurman. Gurman previously suggested the new iPads would come out in March, and then April, but the timeline has been pushed back once again. Subscribe to the MacRumors YouTube channel for more videos. Apple is working on updates to both the iPad Pro and iPad Air models. The iPad Pro models will...
maxresdefault

Apple Announces WWDC 2024 Event for June 10 to 14

Tuesday March 26, 2024 10:02 am PDT by
Apple today announced that its 35th annual Worldwide Developers Conference is set to take place from Monday, June 10 to Friday, June 14. As with WWDC events since 2020, WWDC 2024 will be an online event that is open to all developers at no cost. Subscribe to the MacRumors YouTube channel for more videos. WWDC 2024 will include online sessions and labs so that developers can learn about new...
apple maps 3d feature

Apple Maps May Gain Custom Routes With iOS 18

Tuesday March 26, 2024 3:10 pm PDT by
Apple may be planning to add support for "custom routes" in Apple Maps in iOS 18, according to code reviewed by MacRumors. Apple Maps does not currently offer a way to input self-selected routes, with Maps users limited to Apple's pre-selected options, but that may change in iOS 18. Apple has pushed an iOS 18 file to its maps backend labeled "CustomRouteCreation." While not much is revealed...
General iOS 17 Feature Orange Purple

Apple Releases Revised Versions of iOS 17.4.1 and iPadOS 17.4.1 With Updated Build Number

Wednesday March 27, 2024 5:59 am PDT by
Apple on late Tuesday released revised versions of iOS 17.4.1 and iPadOS 17.4.1 with an updated build number of 21E237, according to MacRumors contributor Aaron Perris. The updates previously had a build number of 21E236. The revised updates are available for all iPhone and iPad models that are compatible with iOS 17 and iPadOS 17, but they can only be installed via the Finder app on macOS...
applephilschiller

Apple's Phil Schiller Works 80 Hours a Week Overseeing App Store

Wednesday March 27, 2024 2:03 pm PDT by
With the App Store and app ecosystem undergoing major changes in the European Union, The Wall Street Journal today shared a profile on App Store chief Phil Schiller, who is responsible for the App Store. Though Schiller transitioned from marketing chief to "Apple Fellow" in 2020 to take a step back from Apple and spend more time on personal projects and friends, he is reportedly working...