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(+3)(-1)

This is really well done. Just one single thing.

1) Maybe the amount of things you can do per "hero shift" can increase as you level up, cap at about 5-6 actions a night? Only two choices an afternoon/night is very limiting, especially later on. 

Between managing the trainable characters, managing your own training, managing the monsters' threat level, and your own stats, it got to be a bit overwhelming. Not too mention the rent which was hinted at near the end of this demo's story, which will add yet another thing to manage.

Maybe, as more responsibilities get added, you can do 1-2 more actions, instead of being tied to levelling up?

(+1)

I'm guessing educating the girls in the prison and getting them to work could alleviate some of the financial pressure. Along with building the training facilities in the prison.

Maybe the player character could knuckle down during the holidays or something and get a couple of additional actions each day for a couple of weeks as a bit of a trainin arc? (e.g morning, midday, afternoon, and evening).