They’re running out of other people’s money.
I don't think so. Yet. You have to work a little harder at “thinking like a liberal”. Have they tried targeting a penalty tax at the families who have fled the Chicago Public School System? They could create a “privilege” tax on parents who send their children to private schools or who homeschool. Speaking of “privilege”, since white privileges is such a hot topic these days, perhaps they could simply create a “white privilege” tax. That should fill those Chicago Public School coffers in no time!