And what is going to stop your "private police force" from simply taking control and kicking your out (or executing you)? A contract?
Edit: I would expect leadership in those circumstances to simply fall to the most effective leader in that kind of context (which I suspect would be someone from a military background) rather than someone who used to have a big bank balance. Give that a few generations and you'll end up with hereditary clan leadership and eventually "royalty" - all royal lines can usually be traced so some "stupendous badass".
Edit: I would expect leadership in those circumstances to simply fall to the most effective leader in that kind of context (which I suspect would be someone from a military background) rather than someone who used to have a big bank balance. Give that a few generations and you'll end up with hereditary clan leadership and eventually "royalty" - all royal lines can usually be traced so some "stupendous badass".