Upgrading to 10.15 results in it looping. I had a 10.14 VM that had been rock solid for a long time (upgraded in place back from probably 10.9 or so). I've been having this problem recently as well. Is there a way to be able to see the logs when MacOS is attempting to load so I can see where it's failing? I tried the steps/script in the blog post here on InsanelyMac, as well as the ones here in your post, (one disc is ~6gb, one is close to 9gb) but they both loop My VMs, no matter how I configure them, just boot loop halfway through the initial loading screen. Thank you for this script, I'm really hoping to get some good use out of it. The only issue I had was unlocker302 had issues with VMware Tools, and i manually extracted darwin.iso from fusion in the virtual machine to install it. Once you have got it setup, you can upgrade to Workstation 15.5. You need to use Workstation 14.x's Player to create VM, and use VMware Workstation 14 Pro to continue the rest of the activities. I just tested Workstation 15.5 won't allow you to create Apple Mac OS X virtual machines anymore. The component of the UI to make a new macOS VM is missing. Additionally, this patch only makes existing macOS VMs work. You have to use the Python files directly. You also cannot use the compiled binaries. For those of you that want to try this on the newly-released VMware Workstation Pro 15.5, you have to change lines 103 and 104 in gettools.py to:
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