17. $5 Billion Libel Suit
Reporter Tim O’Brien wrote a book called TrumpNation: The Art of Being the Donald in 2005. The book was highly researched through interview with Trump’s friends, colleagues, business partners, and even Donald Trump himself. However, when the book came out, it put Trump’s net worth at $250 million. Trump sued for $5 billion for libel because he felt the book was damaging to his reputation. The case was thrown out.