How come the past 2 macOS updates have resulted in my computer booting into recovery mode?

How come the past 2 macOS updates have resulted in my computer booting into recovery mode? Wait let me explain and wait for the kicker...


Over a month ago I Was on the phone with Apple regarding an issue of my Notes not syncing on my iphone and/or iMac desktop. Apple pointed out that my OS wasnt up to date and suggested that I do a backup of my computer and then update to the latest OS. So I did a time machine backup and updated to the latest OS and when I came back to the computer it was on the "MacOS recovery" screen. I chose the 'install from the time machine backup' option in recovery mode. I think it gave me issues and that particular backup wouldnt take. So at some point I think I hit shut down or restart and the computer booted up to the latest OS with no issue.


Fast forward to today 5/26/23. My system settings said there was a new OS to update to. So I hit update and walked away. And came back a little while later to a dark gray screen that said "MacOS recovery" again. Seemed really odd that this is the second OS Update in roughly a 2 month period where it concludes with the "MacOS Recovery" screen. The accompanying error said "Your computer started up in Recovery because a failure occurred during installation. An error occurred migrating user data during an install. Reinstall macOS to resolve the issue." I clicked ok. And I was at a screen that gives you 4 options to choose from (such as restore from time machine, reinstall ventura, something else and disk utility). I ran disk utility and it didnt find anything. So I chose the reinstall ventura option. After it had concluded it's reinstall I think I got this same error again. Now here's the kicker.....I ignored the error this time and chose "shut down". And when the computer booted back up, it booted to my normal computer (not recovery mode) as if nothing had gone wrong at all. and it's now on the latest operating system Ventura 13.4, so its almost as if that recovery notice was a total fluke. Like why tell me it cant reinstall Ventura OS when the os is already installed and working fine if you just hit shut down?


I called Apple and asked to speak with a senior advisor (Robert). He agreed that it sounded extremely odd. He vaguely looked at some logs but told me theres no way to figure out whats going on without replicating the issue. And insisted that I go visit the Apple discussions website. He wasnt much help. I'd really like to know whats causing this and how to fix it so that I dont get a recovery screen the next time I do an OS update.


MY COMPUTER SPECS NOW:

  • iMac Retina 5K, 27-inch, 2020
  • Processor 3.6 GHz 10-Core Intel i9
  • Memory: 64gb
  • macOS: Ventura 13.4



Posted on May 26, 2023 3:39 PM

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Posted on May 26, 2023 8:45 PM

Sounds like a problem with your recovery mode volume and / or data the installer is tripping over in some unexpected way.


Run another backup and perform a clean macOS installation from scratch. i.e. completely erase the internal disk and re-install macOS. You can try restoring from Time Machine but you may be re-introducing the problem if you restore everything. Might be better off, installing macOS, skipping the Time Machine restoration. Installing all of your applications then use Migration Assistant to only restore your data and not the applications.


You have an Intel w/T2 Security Chip iMac. So you'll need to boot into Recovery Mode and go to the Utilities -> Startup Security and ensure you allow booting from USB. Then you can create a bootable flash drive with Ventura 13.4 installation. Hold the Option key when booting and choose the flash drive to boot the installer. This will allow you to run Disk Utility, click View and Show All Devices, highlight the internal disk and Erase it. (hopefully you do not have a Fusion drive)


Create a bootable installer for macOS - Apple Support


If you have to, you can use Internet Recovery:

Hold ⌥ + ⌘ + R while powering on until you see a globe on the screen indicating Internet Recovery.


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How come the past 2 macOS updates have resulted in my computer booting into recovery mode?

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