It seems swapping the presets in the rulebook could've been in order? It seems like Midnight would take less time if Fool really is THAT big a culprit. At the very least, swap out Fool from Dusk with Druid. That way, you only need to deal with 3 Boons at a time. Blessed Village doles out Boons, but at least that's more "traditional", getting away from all that "State nonsense" that really seems to trip up newbies much harder than anticipated.
Dusk:
Blessed Village, Cobbler, Den of Sin, Faithful Hound, Fool,
Monastery, Night Watchman, Shepherd, Tormentor, Tragic Hero
Midnight:
Conclave, Crypt, Cursed Village, Devil's Workshop, Druid (The Swamp's Gift, The Flame's Gift, The Wind's Gift),
Exorcist, Leprechaun, Pooka, Raider, Secret Cave