Maybe when I can finally afford to offload all the Plex and piracy tools and especially the media content from the PC to a server. I could also migrate all the services to docker but docker on Windows is a bit annoying to use.
Another factor is that I'm honestly pretty good with Windows and I can fix most issues easily so Windows just works.
Linux mostly just works out of the box, but fixing issues is more complicated for me on Linux and issues have been comparatively common on my Linux laptop.
I also like to do stuff on my PC which can be more complicated to Linux due to a lack of support. Gaming primarily but that is getting much better, I also like to try some professional software occasionally and those often don't work on Linux.
But all things considered I really like Linux, I just won't migrate my main PC any time soon.