An idea for the hookers you own, what about sterilization. We sterilize the girls that work the streets, we have a doctor in our compound, no risk of getting pregnant, have them checked weekly for infections then get them sorted with tablets if they have any STD / STI. Even give them bed rest till there fit and healthy.
Have girls specialize in a certain form of pleasure. only give Blowjobs, handjobs, vaginal sex, anal or all of the above. Each girl could specilize in a certain area for certain clients who only want that service.
Set the price for the service that your girls deliver, give them a cut of the profits, they are doing the work after all. Have the older hookers teach the new girls a certain sexual skill in school if you decide to put that girl into the entertainment side of the streets.
What about hiring some of your girls as bouncers for your hookers, protection, muscle incase a client decides to get heavy with your hoe. Added protection. The hookers can still carry weapons but having them protected increases there chance of survival alot.
Have your protection train in the training camp you can set up just for the occasion. Self defence, combat techniques, survival skills. Weapon skills.