Oswald Cobblepot is a lot like Wilson Fisk. They both run million-dollar criminal empires and manage to avoid jail time. They also do it without superpowers and hire bodyguards and assassins to do their dirty work. You can also expect loyalty to be rewarded. The difference is that Cobblepot can’t control his temper. You could be his top earner and be killed because Batman punched him and you had the day off. That’s not the kind of environment anyone would thrive in.
James Gordon is the perfect boss. If he finds out you’re crooked or dangerous, you’re out. He wants anyone on his side to obey the law. That means not accepting money from criminals. You’d assume these are basic rules. The problem is he works in Gotham. In that city, nothing is basic.
James Gordon is more than a boss. He’s a leader. Those are not the same thing. A boss is a title. A leader doesn't need the recognition to get things done. For example, Gordon motivates his people. He reminds them that they’re worth it, strong, and capable. Sometimes kind words are enough to get people going. It's why Renee Montoya has done a good job with Gotham City. She had a great mentor.