Patrick mentioned wanted to be challenged, and I feel like for this crew, being challenged means playing online multiplayer games with a competitive mindset.
I know competitive games feel completely unaccessable, but I think it’s enjoyable once you accept your comparison point is how bad you were at the start, and not how good everyone else is. I have like 200 hours with puyo puyo tetris online, even though my winrate was like 20%, but that 20% feels great when i start at like 10%.
Fighting games, shooters, or mobas would all be fine for that. I don’t know if they are good for the 101 format, but it might be a good experiment for something outside your comfort zone.
JRPGs might also be challenging and better for the 101 format, but there’s so many I wouldn’t know where you’d start there. Maybe even Pokemon?