[@Spoopy Scary] Well since everyone is starting out in the world, I would prefer if we pushed him back to where his adventuring started, which according to your backstory would be when he started his first stall, I understand that's setting him way back but if we go further then he would already have this store bringing in money and all the others that he invested in, even if we started at where he first joined the black market there would still be a major cash income. I'm trying to see where we could place him without compromising your character but still keeping him equal with the party