Thanks for giving it a try! Really appreciate you for point out those bugs-- I'll be sure to clean them up in the full game.
As for the difficulty difference... yes it's intentional. The poor path should be harder in the beginning, but easier after the "mid-point" of the game (don't want to spoil it in the comments), since the characters don't have good armor/weapons and a limited amount of money. On the other hand, the rich path should be the opposite: easier in the beginning and harder in the second half. However, neither one should be impossible, so maybe I need to tone down the poor path more in the final version.
tzumoku
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