macOS Sonoma 14.4 Bug 'Destroys Saved Versions in iCloud Drive'

Apple's latest macOS Sonoma 14.4 software update appears to be guilty of another bug, this time affecting saved versions in iCloud Drive.

iCloud Bug Feature Green
Versions are normally created automatically when users save files using apps that work with the version system in macOS. (To check if your Mac is using the past versions system, look for a "Revert To" option in the app's File menu.)

According to The Eclectic Light Company's Howard Oakley, users running macOS 14.4 that have "Optimize Mac Storage" enabled should be aware that they are at risk of losing all previously saved versions of a file if they opt to remove it from iCloud Drive local storage.

In previous versions of macOS, when a file is evicted from local storage in iCloud Drive [using the Remove Download option in the right-click contextual menu], all its saved versions have been preserved. Download that file again from iCloud Drive, and versions saved on that Mac (but not other Macs or devices) have remained fully accessible. Do that in 14.4, and all previous versions are now removed, and lost forever.

Oakley said his own tests confirmed that this behavior does not happen in macOS Sonoma 14.3 or macOS Ventura, so it is exclusive to macOS 14.4. For users who have already updated, he suggests either not saving files to iCloud Drive at all, or turning off Optimize Mac Storage.

To perform the latter in System Settings, click your Apple ID, select iCloud, and then toggle off the switch next to "Optimize Mac Storage." You may need to perform this action twice – reports suggest it can turn back on by itself. For a more exhaustive account of the problem, see Oakley's subsequent post.

There are several bugs reported in macOS 14.4, and we have recorded some of the most prominent issues in a dedicated article that we have updated since this story was published. Have you been affected by the latest bug? Let us know in the comments.

Related Forum: macOS Sonoma

Popular Stories

iPhone 17 Pro Dark Blue and Orange

iPhone 17 Release Date, Pre-Orders, and What to Expect

Thursday August 28, 2025 4:08 am PDT by
An iPhone 17 announcement is a dead cert for September 2025 – Apple has already sent out invites for an "Awe dropping" event on Tuesday, September 9 at the Apple Park campus in Cupertino, California. The timing follows Apple's trend of introducing new iPhone models annually in the fall. At the event, Apple is expected to unveil its new-generation iPhone 17, an all-new ultra-thin iPhone 17...
iPhone 17 Pro Iridescent Feature 2

iPhone 17 Pro Clear Case Leak Reveals Three Key Changes

Sunday August 31, 2025 1:26 pm PDT by
Apple is expected to unveil the iPhone 17 series on Tuesday, September 9, and last-minute rumors about the devices continue to surface. The latest info comes from a leaker known as Majin Bu, who has shared alleged images of Apple's Clear Case for the iPhone 17 Pro and Pro Max, or at least replicas. Image Credit: @MajinBuOfficial The images show three alleged changes compared to Apple's iP...
xiaomi apple ad india

Apple and Samsung Push Back Against Xiaomi's Bold India Ads

Friday August 29, 2025 4:54 am PDT by
Apple and Samsung have reportedly issued cease-and-desist notices to Xiaomi in India for an ad campaign that directly compares the rivals' devices to Xiaomi's products. The two companies have threatened the Chinese vendor with legal action, calling the ads "disparaging." Ads have appeared in local print media and on social media that take pot shots at the competitors' premium offerings. One...
iphone 16 pro ghost hand

iPhone 17 Pro: 5 Reasons Not to Upgrade This Year

Monday September 1, 2025 4:35 am PDT by
Apple will launch its new iPhone 17 series this month, and the iPhone 17 Pro models are expected to get a new design for the rear casing and the camera area. But more significant changes to the lineup are not expected until next year, when the iPhone 18 models arrive. If you're thinking of trading in your iPhone for this year's latest, consider the following features rumored to be coming to...
iOS 18 on iPhone Arrow Down

Apple Preparing iOS 18.7 for iPhones as iOS 26 Release Date Nears

Sunday August 31, 2025 4:35 pm PDT by
Apple is preparing to release iOS 18.7 for compatible iPhone models, according to evidence of the update in the MacRumors visitor logs. We expect iOS 18.7 to be released in September, alongside iOS 26. The update will likely include fixes for security vulnerabilities, but little else. iOS 18.7 will be one of the final updates ever released for the iPhone XS, iPhone XS Max, and iPhone XR,...

Top Rated Comments

abatabia Avatar
19 months ago
They’re really asleep at the wheel, software wise. Still waiting on the fix for usb hubs being broken and now this. A major reason why my Apple purchases have dropped dramatically. Hardware may be great, the software is ruining the experience.
Score: 40 Votes (Like | Disagree)
StuBeck Avatar
19 months ago

That seems the right behavior, if I delete the local copy of a file it's not like I want 20 autosaved copies to stay on the local disk. Autosaved copies are not stored on iCloud, so at the moment that's the right behavior imho.
Its a change from what was occurring in the past, and there is no indication this is anything but a bug. This may be what you want, but it is not what Apple intended. If this is intended, then a change note should have occurred stating this was going to happen.
Score: 31 Votes (Like | Disagree)
nortonandreev Avatar
19 months ago
I had all of my iCloud Drive files corrupted a few years ago and since then I have never relied on iCloud. It's a complex system, but I often give it as a bad example.
Score: 25 Votes (Like | Disagree)
Account25476 Avatar
19 months ago
This is absurd.
Score: 24 Votes (Like | Disagree)
phenste Avatar
19 months ago
christ…so thankful I turned off automatic updates forever ago

That seems the right behavior, if I delete the local copy of a file it's not like I want 20 autosaved copies to stay on the local disk. Autosaved copies are not stored on iCloud, so at the moment that's the right behavior imho.
the issue here is that Apple has found a new way to optimize Mac storage (arguably a good thing), but in the process they’ve destroyed a feature many have come to rely on (autosaving, especially on a local device: makes perfect sense that the copies wouldn’t be stored in iCloud Drive; makes zero sense that copies wouldn’t be stored locally unless you, the user, opted out of that.)

it kinda has the same energy as the whole batterygate situation that’s been discussed to death on this website. Apple put out an update with something that they (ostensibly) consider to be a feature and many others consider to be a bug, without having mentioned it in the release notes. (no, I don’t think this has the same implications as batterygate on ANY level [i.e. an impending class-action], just using it as a comparison)
Score: 22 Votes (Like | Disagree)
HobeSoundDarryl Avatar
19 months ago

They’re really asleep at the wheel, software wise. Still waiting on the fix for usb hubs being broken and now this. A major reason why my Apple purchases have dropped dramatically. Hardware may be great, the software is ruining the experience.
I'm still waiting for macOS to address the "unexpected ejections" issue with some- but not all- external drives- both HDD & SSD- which seem to almost randomly eject whether the Mac sleeps or not. This has been an ongoing problem for many- but not all- since Big Sur and is almost certainly bugs in macOS vs. all other possibilities based upon heavy testing I've done myself.

I go into every point update with high hopes that they've finally got around to fixing this one... and then take a key RAID box back out of service- again- when it can't stay connected... UNLESS I hook it to any, pre-Big Sur Mac or any PC using same cable, etc and then it's back to being as stable as a rock.

I miss "just works" Apple. And I miss the U in USB meaning what it is supposed to mean with last few year's Apple stuff.
Score: 17 Votes (Like | Disagree)