That bond was fully collateralized, with a Trump brokerage account of securities. Chubb knows who they're dealing with.She doesn't need to do anything - now that the bond has been posted she just takes the bond when she wins. It would be the people who posted the bond who would need to go after Trump's other assets if he doesn't pay.
Those values appear low, so I'm assuming they take into account his outstanding mortgages. We'd have to know that journalist's methodology. Presumably Trump can't dodge capital gains taxes, but I wouldn't put it past him to cheat on that as well.Would Trump even get to use that money from the sales? Meaning, are those numbers after any other creditors involved in those get their return (or would they)? No idea how much they are leveraged. I don't even know enough to be dangerous when it comes to stuff like this
Trump has been highly leveraged going back to his disastrous casino adventures; IIRC he owns MAL and Trump Doral in Miami free and clear. However, it would take years of litigation to seize those out of state properties.