I think DPС will somehow create a situation so that MC can choose who to give the $5,000 to and there will be multiple girls. There will be a situation like giving 5000 dollars to Quinn to cover her debts and stop selling drugs or to pay Maya's lawyer so that she can get advice and properly formulate a lawsuit. For example, if you choose the first one, it's obvious that Maya won't be able to pay for a lawyer and will have to break up with Josy. Or if you choose Maya, Quinn will continue to take risks to cover his losses.
I don't know how far DPC is willing to go for that kind of variation and when DPC allows that money to be spent. He did offer a sadistic choice at the end of Acting Lessons, I think he's willing to pull a similar stunt again.