I would recommend using Docker first on the windows machine as a step in the transition. I did exactly this when I was transitioning to debian from windows. It made the official switch insanely easy because all I had to do was set up the Docker filesystem to what it already knew and it started up without any issues.
My lessons learned:
Keep the database on an SSD. I put mine on a HDD and it corrupted.
bamboo@lemm.ee 4 months ago
As a person who has been managing Linux servers for about a decade now, trust me that a few hours or days of learning docker now will save you weeks if not months in the future. Docker makes managing servers and dealing with updates trivial and predictable. Setting everything up in docker compose makes it easy to recover if something fails, it’s it’s self documenting because you can quickly see exactly how your applications are configured and running.