I'd like to suggest an idea for criminals to have a match with police chiefs (this is actually more like official tbh).
EVIL MASTERMIND
They hire HENCHMEN to do stuff for them while they pet cats. Can place bounties, pardon criminals, but MUST have a dirty record.
HENCHMEN
Do whatever stuff the EVIL MASTERMIND tells them to do. Claim bounties, low pay, lockpicks, and they can hench.
BAWS
Does whatever stuff he/she wants. Can place and claim bounties, arrest people, break down doors, have major paychecks, etc. But, costs like 30k.
Accountant
Is forced in a small office and presses buttons for money. No perks, basically a boring version of laborers. Possibly shares space with prisoners.