The crazy part is that he already has (and had) a successful legal venture (business)! He did all of this as a side quest and because he found the work fun; not because he needed money. Which is why none of the women were forced to work with him, because unlike most pimps, he wasn’t depended on the money made from the women. This is why the woman who reported him got told by him to find another man or go solo if she’s dissatisfied; most pimps would never let you just quit like that.