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At the risk of confirming the stereotype that The Quest is secretly an iOS port of Daggerfall, I’m thinking about trying to make a The Quest DLC(?) with repeatable, semi randomized quests. Basically, every faction would have a few missions that could be repeated every few days, and each one of those missions would have several different random elements. Like, a thieves guild quest might be “go beat up X person, steal their information on Y valuable item, and then go to Z to steal it.” where X, Y, and Z can theoretically be at least three or so variables. Failing that, I’d at least like to have some quests just be repeatable even if they could potentially be repetitive, the idea being that the player is kind of given them as a “side option.” How viable is this?

I recommend reading the tutorial.

I'm not entirely sure but seems like it might be possible. You'd need a list of stuff to do, selecting from it (with "Random"), adding the quest and the removing the quest ("player.AddQuest" and "player.RemoveQuest"), the later one is needed for the "repeating" part. You can even have different quests added/removed, of course all of them would have been precreated, so just selecting from a list. But you could randomize the actual quest objectives somewhat and check for that when you go back. Seems involved but as said it might work.

Btw. Stewe explicitly said that for the game systems he was inspired by Morrowind, not Daggerfall.