I think he can cover all the judgements to date, but I don’t think he’ll be able to do so without selling multiple properties unless he can steal the money from the GOP. But selling any of his properties is going to hurt him badly. He’s relying on the revenue from those properties to cover his expenses and the more of them he’s forced to liquidate the more precarious his finances will be. A few more judgements against him in the hundreds of millions range like this one and even selling every last property he owns might not be enough.

You can’t embarrass or shame Trump, he doesn’t care, but if you force him to actually pay his bills? Now that, that will hurt him badly.