I think he is trying to do the best he can for the City but ultimately he is losing the battle. Bing looks tired and whipped and I don't think it will be long before he says "the He!!" with it.

As far as Crittendon is concerned, she is supposed to work for the City of Detroit, not against it. If the CofD pays her salary, they have the right to fire her. It would be a shame if Bing has to hire outside lawyers just to fire a lawyer from within the ranks. She has already cost the City a huge amount of money, and her cohort, Watson, should be gone, too.