Jennie Bennett spent four years as Chicago’s chief financial officer, faced with structurally imbalanced budgets and plummeting revenue during the pandemic. She led the push to build the city’s first casino and her work helped the city make fiscal improvements to shed its one junk credit rating from Moody’s Investors Service last year.She hands the keys to the city’s coffers over to Jill Jaworski, a 25-year veteran of municipal finance, after new mayor Brandon Johnson was inaugurated on Monday.