This is yet another of those things that Trump supporters get so worked up about, but are too thick to realize how hypocritical they're being.
The most current outrage, as has been pointed out, is that Bill and Hillary are worth a lot of money. At the same time, they're saying that she's financially irresponsible because the Clintons were broke when they left the White House.
So, someone was broke, but now they're worth a lot of money. That's bad.
How?
Well, they can't really articulate that, except to say that a few speeches paid for by "Wall Street" (whatever that may mean) proves that she's bad, bad, bad!
But how does that comport with the fact of Trump's various failures yet reportedly vast amount of wealth?
It doesn't, but Hillary's an evil liar anyway.
It's this odd mixture of anger at one person for taking advantage of their political connections and fame to get back on their feet again (quite legally BTW), and an unquestioning, uncritical admiration for a man who was provided not just with money, but with an already in-place business structure, which included highly knowledgeable management to help guide him along the way as he got started.
I don't hold Trump's wealth against him. He was able to take advantage of what was given to him and that's not as easy as many people think it is. But given Hillary's situation, the two are relatively comparable. She was able to take advantage of Bill's Presidency to begin making money and catapult herself to the Senate, the Secretary of State, and now to the Presidency. But with or without Bill, Hillary would have been successful in either the public or private sector. Before Bill she was already an accomplished person. Would Trump have been successful without what was given to him? That's not possible to know.
Anyway, the point is this: they hate Hillary for making money, yet they love Trump for making money.