Trump Was ’Never The Biggest Real Estate Developer In Manhattan’ Says Expert

New York’s attorney general has exposed Trump’s most sensitive insecurity--that he is not nearly as rich as he claims to be. This is something that our guest, Tim O’Brien, forced Trump to admit in court a decade ago. Joy Reid and Tim O’Brien discuss Trump’s nonsensical statements regarding his level of wealth. » Subscribe to MSNBC: Follow the MSNBC Midterms Elections guide to the important races across the United States as Americans prepare to cast their votes. Countdown to the Midterms: Follow MSNBC Show Blogs MaddowBlog: ReidOut Blog: MSNBC delivers breaking news, in-depth analysis of politics headlines, as well as commentary and informed perspectives. Find video clips and segments from The Rachel Maddow Show, Morning Joe, The Beat with Ari Melber, Deadline: White House, The ReidOut, All In, Last Word, 11th Hour, and Alex Wa