This is slightly unrelated, but I’ve been slowly moving to Linux from windows for a while. I haven’t made the full plunge yet, but here’s my biggest strategy:
Use as many apps on windows as you can on Linux.
I’m using Okular, Ghostwriter, Libreoffice, Cider, etc. every month or so, another app is moved across.
Then, I make the switch and all my apps are there as I’m used to them.