Note for Obsidian, there is a git plugin that can auto-push/pull from a repo. I put my repo on a server and have multiple devices use it as a sync feature (there is also a VPN to my home network involved). Not sure how well it works on the android app (its pure lazyness as to why I haven’t tried that yet…)
DRG is a fantastic place to start with moving from a controller to mouse/keyboard.
I would personally T-up some classics like portal and Half-life 2 for solo “history lessons” after that. Only then would I make some harder recomendations like long RPGs, MOBAs, 4X, and would shy away from MMOs unless you have an organized group to introduce them to.