The Daily Show has a nice summary of the latest story about Trump's lies regarding his net worth. In short, he lied about his wealth in order to get on the Forbes 400 list. He had real estate holdings worth roughly 5 million, but claimed that he owned at least $100 million in personal assets. He also invented a fake identity called John Barron. Under the guise of John Barron, Trump pretended to be a Trump Organization spokesperson who told outlandish lies about Trump's personal wealth. In the early 1990s, Trump was broke. He had lost all of the money that he had inherited through poor business deals. I've shared before that Trump had at least 900 million in personal debt in the mid 2000s, and the Trump Organization took on billions of dollars of additional debt since. The Financial Times covered this (the article is behind a paywall). According to the NYT, Trump currently owes at least $650 million in personal debt, and his organization owes at least $2 billion in debt. PS: The title of this thread was taken from the Daily Show video.