So, a couple of things (Spoilers)
-If Michael's test was to get the four of them to torture eachother, why would separating the four of them in the reboot still work for his Bad Place model? I know this can be answered by a simple 'We'll see', but still something to think about.
-If they didn't want the neighborhood to collapse, why not just give Eleanor and Jason the okay to stay in 'The Good Place' or put her on probation or something? They could have had them continue to 'torture' eachother for some time longer. Forcing them to make immediate decisions about who goes and who stays effectively shortened the life-span of their game.
-If the 'judge' was in on everything, why have him and Michael have a conversation alone together where he's told he might have to face retirement? It wasn't like anyone could overhear them. (This is more of a nitpick, I admit)
I love the show and was blown away by the twist - completely did not see it coming - but these are just a couple of nagging things on my mind.