Does not ranked matchmaking make for more competitive matches, a bit like if you play ranked in lichess it matches with someone of your own level, and you have a real chance of improving your own level over a period of time.
There is seems to be lot of negativity against ranked ladders in the gaming community, but isn't that what would be best system to play with people of your own skill level.
I think using org mode is way overkill. If someone wants to do pros tastination dressed up as emacs-gardening, it may be a good option.
The best todo app ideally should be a smartphone app, which you'd have always with you. I think Microsoft Todo is a good choice for Android. It is mostly functional, free of cost and does not have any ads.