Wrong people voting? Trump sues. Mean ads? Trumps sue. "Anarchist cities"? Trump stops money.
Trump's endless use of law suits defines who he is. It's how he ran his businesses. He was involved in over 4,000 lawsuits (total on both sides) before he got the presidency (for comparison, the Guinness Book of World Records listed the world's most litigious man as bringing 5,500 suits - and was then sued by him, since he claimed it was just 4,000). He threatened to sue a lot more people too, to intimidate them, because he always went after people with a smaller legal budget.
And his campaign is suing people left, right and centre to cut down the votes. He's backing the lawsuit to kill the ACA. His daughter and son-in-law are suing the Lincoln Project for hurt fee-fees from a billboard in Times Square quoted their words.
So his claim is that some cities do not support their police officers enough, and that makes them, in his (or Stephen Miller's, or Bill Barr's) eyes "anarchist cities". So, if there's something they're doing they shouldn't, or something they should be doing but aren't, the obvious thing to do would be to sue. It's a kneejerk reaction for him, and if it were really true, it would be something for a court to decide, and then enforce.
But he doesn't. He orders the federal government to block funds, instead. Why? Because he knows it's bullshit, and he hasn't got much time left. It's not about getting the "right" outcome - which would be, by his argument, cities giving police power and money (and, not explicitly stated, carte blanche for violence), it's about "sticking it to the libs", which he hopes will cheer up his base of deplorables and make them think there's a chance of keeping the fucker in power.
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having to pay (up front) all the lawyers who are suing on his behalf.
