Expiring Developer Certificates Causing Some Mac Apps to Refuse to Launch

A number of Mac apps failed to launch for users over the weekend because of a change to the way Apple certifies apps that have not been bought directly from the Mac App Store.

Several users of apps including Soulver and PDFPen who had downloaded the apps from the developers' websites all reported immediate crashes on launch. Developers of the apps quickly apologized and said that the issue was down to the apps' code signing certificates reaching their expiration date.

Apple issues developer signing certificates to assure users that an app they have downloaded outside of the Mac App Store is legitimate, comes from a known source, and hasn't been modified since it was last signed. In the past, the expiration of a code signing certificate had no effect on already shipped software, but that changed last year, when Apple began requiring apps to carry something called a provisioning profile.

provisioning profile app error
A provisioning profile tells macOS that the app has been checked by Apple against an online database and is allowed to perform certain system actions or "entitlements". However, the profile is also signed using the developer's code signing certificate, and when the certificate expires, the provisioning profile becomes invalid.

Victims of expired provisioning profiles over the weekend included users of 1Password for Mac who had bought the app from the developer's website. AgileBits explained on Sunday that affected users would need to manually update to the latest version (6.5.5), noting that those who downloaded 1Password from the Mac App Store were unaffected. The developers' surprise was explained in a blog post:

We knew our developer certificate was going to expire on Saturday, but thought nothing of it because we believed those were only necessary when publishing a new version. Apparently that's not the case. In reality it had the unexpected side effect of causing macOS to refuse to launch 1Password properly.

Currently, the common factor among affected apps appears to be those that were issued iCloud entitlements as part of their provisioning profile. Smile, developers of PDFpen and PDFpenPro, told TidBITS that users would need to manually download the latest updates to the apps to fix the problem.

Acqualia, developers of number-crunching app Soulver, also apologized for the problem and asked affected users to download an update to fix the issue.

As the above suggests, the immediate solution for developers with potentially affected apps is to renew their code signing certificates before they expire. AgileBits said the incident had given them "a new understanding of the importance of expiring provisioning profiles and certificates" and would be renewing its current certificate, due to expire in 2022, "far before then".

Popular Stories

Beyond iPhone 13 Better Triad

Apple's 20th Anniversary iPhone May Finally Go All Screen

Tuesday April 15, 2025 6:31 am PDT by
Apple is preparing a "bold" new iPhone Pro model for the iPhone's 20th anniversary in 2027, according to Bloomberg's Mark Gurman. As part of what's being described as a "major shake-up," Apple is said to be developing a design that makes more extensive use of glass – and this could point directly to the display itself. Here's the case for Apple releasing a truly all-screen iPhone with no...
iPhone 17 Pro 3 4ths Perspective Aluminum Camera Module 1

iPhone 17 Pro Launching Later This Year With These 12 New Features

Sunday April 13, 2025 7:52 am PDT by
While the iPhone 17 Pro and iPhone 17 Pro Max are not expected to launch until September, there are already plenty of rumors about the devices. Below, we recap key changes rumored for the iPhone 17 Pro models as of April 2025: Aluminum frame: iPhone 17 Pro models are rumored to have an aluminum frame, whereas the iPhone 15 Pro and iPhone 16 Pro models have a titanium frame, and the iPhone ...
iOS 19 Roundup Feature

iOS 19 Will Add These New Features to Your iPhone

Tuesday April 15, 2025 7:37 am PDT by
The first iOS 19 beta is less than two months away, and there are already a handful of new features that are expected with the update. Apple should release the first iOS 19 beta to developers immediately following the WWDC 2025 keynote, which is scheduled for Monday, June 9. Following beta testing, the update should be released to the general public in September. Below, we recap the key...
CarPlay Hero

Apple Releases Wireless CarPlay Fix

Wednesday April 16, 2025 11:28 am PDT by
If you have been experiencing issues with wireless CarPlay in your vehicle lately, it was likely due to a software bug that has now been fixed. Apple released iOS 18.4.1 today, and the update's release notes say it "addresses a rare issue that prevents wireless CarPlay connection in certain vehicles." If wireless CarPlay was acting up for you, updating your iPhone to iOS 18.4.1 should...
iphone 16 pro models 1

17 Reasons to Wait for the iPhone 17

Thursday April 17, 2025 4:12 am PDT by
Apple's iPhone development roadmap runs several years into the future and the company is continually working with suppliers on several successive iPhone models simultaneously, which is why we often get rumored features months ahead of launch. The iPhone 17 series is no different, and we already have a good idea of what to expect from Apple's 2025 smartphone lineup. If you skipped the iPhone...
Apple 2025 Thumb 1

10 Products Still Coming From Apple in 2025

Friday April 11, 2025 4:14 pm PDT by
Apple may have updated several iPads and Macs late last year and early this year, but there are still multiple new devices that we're looking forward to seeing in 2025. Most will come in September or October, but there could be a few surprises before then. We've rounded up a list of everything that we're still waiting to see from Apple in 2025. iPhone 17, 17 Air, and 17 Pro - We get...
iOS 18

Apple Releases iOS 18.4.1 With Bug Fixes

Wednesday April 16, 2025 10:11 am PDT by
Apple today released iOS 18.4.1 and iPadOS 18.4.1, minor updates to the iOS 18 and iPadOS 18 operating systems that came out last September. iOS 18.4.1 and iPadOS 18.4.1 come two weeks after the launch of iOS 18.4 and iPadOS 18.4. The new software can be downloaded on eligible iPhones and iPads over-the-air by going to Settings > General > Software Update. There have been complaints about ...
iPhone 6s MacRumors YouTube

Apple Says These Products Are Now Vintage

Tuesday April 15, 2025 9:53 am PDT by
Apple today updated its vintage products list to add the 2018 Mac mini and the iPhone 6s, devices that will get more limited service and repairs now that they are considered vintage. The iPhone 6s initially launched in 2015, but Apple kept it around as a low-cost device until 2018, which is why it is only now being added to the vintage list. The iPhone 6s had Apple's A9 chip, and it was...
macOS Sequoia Feature

Apple Releases macOS Sequoia 15.4.1 With Bug Fixes

Wednesday April 16, 2025 10:16 am PDT by
Apple today released macOS Sequoia 15.4.1, a minor update to the macOS Sequoia operating system that launched in September. macOS Sequoia 15.4.1 comes two weeks after the launch of macOS Sequoia 15.4. Mac users can download the ‌‌macOS Sequoia‌‌ update through the Software Update section of System Settings. It is available for free on all Macs able to run macOS 15. According to...

Top Rated Comments

MagnusVonMagnum Avatar
107 months ago
Very, very poor show from the developers. No excuse for their laziness/lack of awareness.
That's got to be the saddest reply I've seen this year. Go blame the developers for Apple's BULLCRAP NONSENSE. :rolleyes:

Software you have already installed and was already validated should NEVER STOP WORKING. PERIOD. There is NO EXCUSE for what Apple did as this will invalidate any software that authors stop updating.

What happens if an author dies or stops developing Mac software? Your older software should just stop working? What a load of crap and even more so for someone defending Apple.

As far as I'm concerned it's just another reason NOT to upgrade to Sierra. Apple is doing its damn best to screw the pooch for everyone when it comes to open software development. They clearly want the tools in place to invalidate your entire software library at the push of a button like they can already do on iOS devices and slowly keep heading in that direction with every Mac OS update.

Lets not forget last year's BS where Apple forgot to renew THEIR OWN certificates which caused total HAVOC with App Store Applications! My god was that a fracking mess! And did Apple do anything to make up for it? Yeah, they made Sierra even more bonkers nuts. Great job Apple. INFERIOR products is sadly becoming par for the course with Apple. (Wasn't that just a week ago I ready about black paint chipping off brand new iPhones?) :confused:
Score: 46 Votes (Like | Disagree)
Fuzzi Avatar
107 months ago
Amateur hour. Devs are happy to bemoan Apple taking their 30% - but can't even be bothered to sort this out?
The Apple documentation says


* Developer ID Application Certificate and Developer ID Installer Certificate (Mac applications)
If your certificate expires, users can still download, install, and run versions of your Mac applications that were signed with this certificate. However, you will need a new certificate to sign updates and new applications. If your certificate has been revoked, users will no longer be able to install applications that have been signed with this certificate.

https://developer.apple.com/support/certificates/

I think this is definitely an Apple bug. Developers were just relying on the information given by Apple, which turned out to be false.
Score: 11 Votes (Like | Disagree)
Fuzzi Avatar
107 months ago
N
"We knew our developer certificate was going to expire on Saturday, but thought nothing of it because we believed those were only necessary when publishing a new version."

Seems to me Apple was very clear, while the developer in this care decided not only to ignore it, but to admit it....
no, the developers didn't think anything of it because Apples documentation clearly states that the apps will continue to work.

https://developer.apple.com/support/certificates/
Score: 5 Votes (Like | Disagree)
theluggage Avatar
107 months ago
I was pointing out if the developer or company walks away from the app (or dies), then that app may very well stop working due to other circumstances like OS updates.
Yes, even without this certificate issue, an abandoned app may stop working. Or it may not - responsible OS developers don't introduce app-breaking changes lightly, and you can always choose to hold off major OS updates for a year or two until you've found a new solution.

With this issue, an abandoned app will stop working when the certificate expires. Like clockwork (you don't know when D-day is, so it will come without warning for you, but it is pre-ordained) For a totally avoidable (and, in this case, apparently undocumented) reason. Even if you don't upgrade the OS.

The certificate needs to have been valid when the app was signed. There's absolutely no security reason to do more than pop up a warning if it has expired (as opposed to revoked) when the app is run.

This is either a bug or a prime example of "defective by design".
Score: 4 Votes (Like | Disagree)
gnasher729 Avatar
106 months ago
The page you linked clearly talks ONLY about MAS apps....and MAS purchases were not affected...don't see your point.

EDIT:
If your certificate has been revoked, users will no longer be able to install applications that have been signed with this certificate.

An expired certificate is..."revoked"
Wrong, wrong, wrong. Expired and Revoked are completely different things. "Expired" means "this is a perfectly fine certificate and always was, but unfortunately it is now out of date". "Revoked" means "this is a highly dodgy certificate that should have never been trusted in the first place. Unfortunately we only found out just now. So don't trust anything signed with this certificate".
Score: 4 Votes (Like | Disagree)
gnasher729 Avatar
106 months ago
Expired certificate is no longer trusted. Revoked certificate is no longer trusted, although it did not expire yet. In terms of certificate management, both lead to the same status: cert is not trusted. Hence the described issue.
Completely different. Expired certificate was trusted. It was used to verify the app, therefore the app can be trusted. Expiration doesn't matter: The app was verified with a trusted certificate, so it can be trusted, 100 years after expiration of the certificate.

A revoked certificate has just been found out to be untrustworthy. It should never have been trusted in the first place. The app was verified with a certificate that should never have been trusted, therefore the app cannot be trusted.

It's like the difference between a child minder who let his certification slip, and a child minder who you just found is a multiple child killer. You don't trust either, but there is just that tiny little difference... And of course if you had been using a child minder for a year and his certification runs out, it's still the same person so you can trust them just as much as the day before.
Score: 3 Votes (Like | Disagree)