|a couple guys to hold the torches|
I really think I need to put in three bits of information; how many hirelings a player can manage, a short word on the basic hireling contract, and a simple morale system. The Labyrinth Lord and Swords and Wizardry Charisma tables give a range from 1 to 7 retainers and a morale number from 4 to 10. I can't remember how its handled in AD&D but the OSRIC book gives a spread of 1-20 (the 20 comes at charisma 19). Not sure I want to put a number on henchmen. Some people can manage loyal armies or even nations, and some cannot even keep a dog loyal. If I do place limits on it, I'm thinking that I'd like to say either a character can manage a number of hirelings equal to their charisma score, or go with a fixed number formula like 10 +/- twice their charisma bonus, but again I don't know if that's reasonable. Money talks and if you can pay people you should be able to hire them. I guess the argument for very large groups is that a character can only have so many people personally responsible/loyal to them and then those people in turn have others responsible to them. Anyone outside the hireling limit would be in that second removed category perhaps.
Management of hirelings and morale will naturally be based on DC and Charisma. In either case for morale and loyalty I'd use DC, starting at 10 and modifying based on situation conditions, the player's charisma bonus, as well as any other factors (like good treatment, high/low pay, hireling disposition) apply to the rolls. I want to make sure everything sticks to core d20 mechanics established instead of flinging in a new look-up chart or dice mechanic out of the blue. However this shakes out it, all of this should add no more than a small paragraph to the rules. Almost all the pieces are there already I just want to make mention of them.