The top priority is picking games you're familiar with; you almost never want to play a randomizer of a game you've never played normally. That does not mean you need to be an expert at the game, but you should probably be able to beat the game with more-or-less 100% completion.
Beyond that, personally I'd suggest Super Metroid or any Zelda game.
Ok but a lot of the games Iām seeing here seem like they would have vastly different schedules. Like Risk of Rain 2. Like is it really feasible to run ocarina of time in parallel with risk of rain 2 given the difference in completion time?
I don't know about that particular game, but some of the games have options to make them quicker, for exactly the reason of making completion times more comparable across games. For instance, some of the supported RPGs have options to multiply experience and money, to reduce grinding, as well as options to shorten or skip long cutscenes, modify victory conditions (e.g. number of MacGuffins required), or add fast-travel systems to games that didn't originally have them.
Beyond that, personally I'd suggest Super Metroid or any Zelda game.