If approved, it would mark yet another massive payout for the city in a police misconduct suit. In the past two months alone, nearly $100 million in judgments have been assessed against the city for police-related cases, including a record $44.7 million jury verdict in October for a man who was shot by his childhood friend, Officer Patrick Kelly, in an off-duty incident. Earlier this month, the City Council approved a $31 million payout for the “Englewood Four,” who each spent some 15 years in prison for a 1994 rape and murder before DNA linked the crime to a convicted killer.