Interesting. What's the learning curve like? I'm already almost 100% Docker for local dev; presumably there are some parallels.
Discussion
Just do it
It’s not too bad if you already have some virtualized computing. In my case, I have used Virtualbox, VMware, etc in the past so the concepts transferred pretty easily. Might be a steeper learning curve if you’re new to all of that. But I think it’s worth checking out. Eliminates the need to reinstall when upgrading and also allows live backups of the entire virtual machine.
I would think that if you can understand and work with Docker, Proxmox shouldn’t be an issue.
That all being said, when I totally failed to successfully clone a Windows 10 C: drive, it was pretty damn liberating to just start from scratch and completely reinstall the OS. I just didn't have enough configured on that Windows box (I barely ever use it) to fuss any further about preserving it.
A virgin Windows install is as good as it's ever going to get; the whole mess unravels more and more each time you use it and install more crap.
A linux install, though... mebbe there's more worth saving there.