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 models

No iPhone 18 Launch This Year, Reports Suggest

Thursday January 1, 2026 8:43 am PST by
Apple is not expected to release a standard iPhone 18 model this year, according to a growing number of reports that suggest the company is planning a significant change to its long-standing annual iPhone launch cycle. Despite the immense success of the iPhone 17 in 2025, the iPhone 18 is not expected to arrive until the spring of 2027, leaving the iPhone 17 in the lineup as the latest...
duolingo ad live activity

Duolingo Used iPhone's Dynamic Island to Display Ads, Violating Apple Design Guidelines

Friday January 2, 2026 1:36 pm PST by
Language learning app Duolingo has apparently been using the iPhone's Live Activity feature to display ads on the Lock Screen and the Dynamic Island, which violates Apple's design guidelines. According to multiple reports on Reddit, the Duolingo app has been displaying an ad for a "Super offer," which is Duolingo's paid subscription option. Apple's guidelines for Live Activity state that...
Clicks Communicator Feature

'Clicks Communicator' Unveiled — Will You Carry This With Your iPhone?

Friday January 2, 2026 6:35 am PST by
The company behind the BlackBerry-like Clicks Keyboard accessory for the iPhone today unveiled a new Android 16 smartphone called the Clicks Communicator. The purpose-built device is designed to be used as a second phone alongside your iPhone, with the intended focus being communication over content consumption. It runs a custom Android launcher that offers a curated selection of messaging...
apple intelligence black

Report: Apple's AI Strategy Could Finally Pay Off in 2026

Tuesday December 30, 2025 9:01 am PST by
Apple's restrained artificial intelligence strategy may pay off in 2026 amid the arrival of a revamped Siri and concerns around the AI market "bubble" bursting, The Information argues. The speculative report notes that Apple has taken a restrained approach with AI innovations compared with peers such as OpenAI, Google, and Meta, which are investing hundreds of billions of dollars in data...
Low Cost MacBook Feature A18 Pro

Low-Price 12.9-Inch MacBook With A18 Pro Chip Reportedly Launching Early This Year

Friday January 2, 2026 9:08 am PST by
Apple plans to introduce a 12.9-inch MacBook in spring 2026, according to TrendForce. In a press release this week, the Taiwanese research firm said this MacBook will be aimed at the entry-level to mid-range market, with "competitive pricing." TrendForce did not share any further details about this MacBook, but the information that it shared lines up with several rumors about a more...
apple fitness 2026 1

Apple Teases 'Something Big' Coming Soon to Apple Fitness+

Tuesday December 30, 2025 2:11 pm PST by
The Apple Fitness+ Instagram account today teased that the service has "big plans" for 2026. In a video, several Apple Fitness+ trainers are shown holding up newspapers with headlines related to Apple Fitness+. What's Apple Fitness+ Planning for the New Year? Something Big is Coming to Apple Fitness+ The Countdown Begins. Apple Fitness+ 2026 is Almost Here 2026 Plans Still Under ...
Apple Fitness Plus hero

Apple Announces New Fitness+ Workout Programs, Strava Challenge, and More

Friday January 2, 2026 6:43 am PST by
Apple today announced a number of updates to Apple Fitness+ and activity with the Apple Watch. The key announcements include: New Year limited-edition award: Users can win the award by closing all three Activity Rings for seven days in a row in January. "Quit Quitting" Strava challenge: Available in Strava throughout January, users who log 12 workouts anytime in the month will win an ...
Mac Pro Feature Blue

What's Happening With the Mac Pro?

Wednesday December 31, 2025 9:59 am PST by
Apple hasn't updated the Mac Pro since 2023, and according to recent rumors, there's no update coming in the near future. In fact, Apple might be finished with the Mac Pro. Bloomberg recently said that the Mac Pro is "on the back burner" and has been "largely written off" by Apple. Apple apparently views the more compact Mac Studio as the ideal high-end pro-level desktop, and it has almost...

Top Rated Comments

abatabia Avatar
24 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
24 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
24 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
24 months ago
This is absurd.
Score: 24 Votes (Like | Disagree)
phenste Avatar
24 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
24 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)