my only gripe with the game so far is that your not able to buy any of the bussiness or make your own. would make some cool new conent if they did. like being to able to run your own brothel or buying the bar and and hireing the old guy as the bar tender while you get to use your new owner status to corrupt the claire and and kate more directly instead of useing the wine. could also do simlar stuff to farm girl by stealing from her after you buy farm and questioning her on the missing money. like the bar guy does to ophila. brothel would be fun as you could send the girls you corrupted there to make money for you.
Given that you start off as a Bum with a bad drinking habbit and only manage to get back on your foot and maybe even get rich after helping all those Girls one way or another, includeing learning about the dark side of his hometown, I doubt the MC would be in any position for this in any way in duo time.
I mean most of the stories centering about MC either wooing the girls himself or push them onto others while learning why the Inn is still in operation or what connection Giron has alloweing him to remain in power and dominateing/tortureing his family.
He can become the man of the house and hencefore become invested in family businesses in time (like Pennys Farm or the Orphanage, maybe the sewing business aswell).
So if MC takes part in or completly takes over the entire business it currently seems like to only work as live ensureing for the MC and his kids rather than a real money maker.