I’ve got Plex running on 2 non-Windows systems: Raspberry Pi (Linux Docker container) and TrueNAS (FreeBSD jail). No issues.

If I could suggest something…

Try setting up a Linux VM on Windows. I’m not a Windows guy, so you might need to research how to do this. My go-to would be VirtualBox; I don’t know if Hyper-V supports non-Windows VMs, and I’m not intimately familiar with setting up WSL.

Going the VM route will let you kick the Linux tires without committing to more hardware. Or, you could get a Raspberry Pi. External USB drive optional, since you should be able to configure Windows to share your library over the network and just have your Pi mount it.

Running everything via docker solves both problems no matter which OS you choose since the underlying OS doesn’t matter.

Yes, but also no.

Long story short: you can’t run Windows containers on Linux. And to run Linux containers on Windows requires essentially running Linux on Windows, and then the Docker engine on Linux. (See also: running Linux containers on OS X.)

There do exist multi-arch container images, but that’s the result of proper planning. One example: https://hub.docker.com/_/hello-world

More info: https://hackernoon.com/how-to-run-docker-linux-containers-natively-on-windows-ti1i3uxr

I got to wondering what sort of social proliferation the telephone managed to achieve in England by 1919. Nothing exhaustive, but this is what I’ve found:

By the 1930s, it was common for affluent homes in the UK to have their own telephones, with networks spreading far enough for calls to be made across several cities. The majority of callers continued to use local phone boxes or pay phones until the 1950s and 60s, when improvements in home phone technology made systems cheaper and more easily available.

Ref: https://www.italktelecom.co.uk/blog/a-brief-history-of-the-home-telephone

1918

Leeds automatic telephone exchange was opened on 18 May in Basinghall Street - a Strowger-type manufactured and installed by the Automatic Telephone Manufacturing Company. It was the largest of its kind in Europe, equipped for 6,800 lines with an ultimate capacity of 15,000, and the first exchange in this country capable of being extended to give service to 100,000 subscribers. It was also the first in which the caller was required to dial five figures for every local call.

Ref: https://www.britishtelephones.com/histuk.htm

So for a cartoonist to be able to imagine having a personal phone at all in 1919, let alone a portable one, is pretty interesting. Maybe missed their calling as a sci-fi writer/illustrator :)