Not when you upgrade an existing VM using Software Update within the VM

Having the same issues as everyone else, and none of the suggestions have worked for me. I ended up doing the following: found a VirtualBuddy VM with the Tahoe beta from last August on my TimeMachine backup, restored the file, upgraded it to 26.5.1 and then upgraded to the macOS 27 beta. Took a while, but it worked flawlessly! And Golden Gate feels extremely polished.