Being a good nerd and offloading backups before I start.
Oh. This is some serious 💩, my flippant attitude toward this upgrade did not age well. Backups done, passed the upgrade test, disabled a PCI / GPU passthrough VM and we're 9% in to the actual upgrade now. My first tmux session. Butterflies in stomach, realization that I could have just done something real dumb, check.
Up to 22% now, I'm told I will have some prompts to answer at some point, so I'm watching closely. The only non-green issues I've see so far are warnings about not being able to delete directories because they aren't empty.