This is really great stuff! I would run this (well, a revised version of it.)
I laughed out loud when I saw you turned the pinball table into a dungeon map; so good! The little ice hockey easter eggs in the mercenary descriptions is very fun.
The Kurosawa vibes here are very strong, more-so than 8-bit vibes, but that's a trade I'm very happy to make.
Love the patrol and alert systems, very elegant and flexible for responding to players raiding the castle.
I would really like to have seen additional maps to zoom in on the buildings' layouts, without these I think it becomes demanding for the GM to track what is going on (particularly the castle locations.)
I can tell you were really fighting to fit everything in to the jam's restrictions, and the formatting/layout has suffered. Please do a post-jam revision to give the dense descriptions more room to breath! It would make this much easier to run, which is something I would do!