1 reason I should stick with windows. I've never gotten Linux screen reading software to run properly in a virtual machine. About once year I grab the latest Fedora or Ubuntu distro, fire up Virtualbox, and install Linux. Then I reboot and speech will randomly die on me when using Orca. My Windows 10 insiders VM just works with both Narrator and NVDA screen reading software. To point 4 in the article I've found Chocolatey to be quite nice. While it's obvious that it's grabbing installers and running them as best as it can with Command-Line options instead of distro supported software updates it's better then the alternative of manually checking for updates or stopping what I'm doing to install an update when software prompts me.
It's been about a year since I did my last Linux install so if anyone has experience with something that is accessible let me know. While Linux may work better on physical hardware instead of a VM I only have a Desktop that I don't feel like duel booting since it also acts as kind of a home server.