So it could be a great way to put together something beneficial.
The problem is most girls who you talk to about those arrangements are usually rinsing you for a big chunk because they need it (car, etc.) and have little incentive to follow through. Whatcha gon' do, sue me? (/s)
My tip would be, if she isn't in a stable living situation, RED FLAG, the hotel hamster wheel crew is therefore excluded, that solves a lot of the hustler problem. Which is what the real issue is. Most of the girls you talk to anymore aren't escorts, they're hustlers "Tryin get paid yo" like they have some talent they are sharing with the world. Most aren't talented at all
Anyway, that's where it starts, stability (custody of kids, stable home, etc.) is probably the best place I can suggest you start. No guarantees like the rest are pointing out, but that's a start.