He kind of rushed into it fast after his wife's death
Donald Trump could give him some pointers on pre-screening and legal problems
Over a billion dollars puts a huge target on you
Well sure all that money is a big draw for the gold diggers but he must have been looking for someone so you can't always fault the person he settled on.
But - I don't know the details. I imagine anyone he had married would be thought to be 'after his money'.