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I'm trying to update a MacBook Air from early 2014 that runs OS X Mavericks (desktop) to the latest macOS (Catalina). I downloaded the installer for macOS Catalina from the App Store and when going through it, it gets stuck at the following screen:

enter image description here

I click 'Install' and the color of that arrow icon turns from black to the grey you can see in the picture above. Then nothing happens. I waited for several hours (thinking it might be slow), but nothing ever happens.

I also restarted the machine several times and attempted this installation again and again, but I can't seem to get any further.

Any ideas of what else to try? I would prefer to keep the data that I have on the machine, so just updating the operating system, not doing a clean install. I did make a backup with TimeMachine before attempting to update.

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    I love Mavericks—Apple is just letting you know Mavericks is better! :P But real talk, try making a USB installer and using that. This will not result in a clean install unless you also format the boot drive in disk utility. Commented Jan 17, 2020 at 12:32
  • Thank you for the suggestion @Wowfunhappy! Just checking, you're referring to following this guide, right? support.apple.com/en-us/HT201372
    – Alex
    Commented Jan 17, 2020 at 13:00

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The jump from Mavericks to Catalina may be too much of a leap. Try first upgrading to High Sierra. The website How to upgrade to macOS High Sierra has a link you can use to download the High Sierra upgrade. I suggest this because the installation of High Sierra will also upgrade the firmware to recognize and boot from APFS containers. While this is not a requirement for High Sierra, it is for Catalina.

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  • Great suggestion, I have not thought of that! I'll try that and come back with an answer whether it worked or not! Thank you!
    – Alex
    Commented Jan 17, 2020 at 17:09
  • Thanks a lot! It worked, upgrading to macOS High Sierra and then to Catalina!
    – Alex
    Commented Jan 21, 2020 at 8:17

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