Wow your interpretation of Sburb sounds like it'd be really fun to play. And speaking of which, I do play Cult of the Lamb a lot and when I think about a Sburb Rougelite that's kind of the game I always envision where you can still manage and build things, but you have to leave to go on fun yet dangerous adventures. I also like the fact that Death isn't really a give in so you can make excuses for why you can do multiple runs and such.
The Monopoly Idea also sounds really cool lol I bet you could even refit an old Monopoly board to be based around Homestuck and stuff just to play that kind of Sburb. Something more akin to The Game of Life (another fun board game I used to play with my family a bunch) where maybe the end goal could be the ultimate prize like in the comic or something, and the player who has the happiest consorts or whatever wins.