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Reboot your Mac and hold Command + R to enter the Recovery Mode. In this case, there's another fix you can try: But your Mac still gets stuck at the installation and shows "not enough space" error, so you can't get out of the cycle. Say you've cleared up and backed up your disk. Get Backup Pro is a nice way to do it - unlike Apple's Time Machine, the app allows running bootable backups. If you use a solid backup solution, you'll keep your data safe, though. This will wipe away your current system files, leaving space for macOS Catalina - so yes, this option is for the brave.

All the system junk, app leftovers, and unneeded files will go away in a minute. So the easiest fix would be to clean up your system with CleanMyMac X before upgrading.
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If you install Catalina on top of your current operating system, the computer will keep all the files and still need free space for Catalina. In most cases, macOS Catalina cannot be installed on Macintosh HD, because it doesn't have enough disk space.So it might be something for you to try as well. Some users reported they were prompted to enter administrator password several times to complete the installation.Once you see the startup screen, start the installation again.

Shut down your Mac, and hold Option + Command + P + R for about 20 seconds. Click on the power button and wait for your Mac to start up. Shut down your Mac, and hold Shift + Ctrl + Option + Power button for about 10 seconds, with your cable plugged in.
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No matter how many times you start over, you keep getting an error trying to install Catalina." How to fix: This is the classic problem that arises with every macOS release: The installation won't start or you face the "Catalina installation stuck" problem - when it freezes and you see no progress on the install.

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