Tim O’Brien, Senior Executive Editor at Bloomberg Opinion, Harry Litman, former U.S. Attorney and David Jolly, former Congressman from Florida joins Alicia Menendez in for Nicolle Wallace on Deadline White House to discuss the reality facing Donald Trump that he may loses some of his real estate empire literally in the hands of the state of New York Attorney General Letitia James if he cannot come up with the funds to pay the judgment against him by midnight on Monday. » Subscribe to MSNBC: https://www.youtube.com/msnbc Follow MSNBC Show Blogs MaddowBlog: https://www.msnbc.com/maddowblog ReidOut Blog: https://www.msnbc.com/reidoutblog 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 Wagner who brings her breadth of reporting experience to MSNBC primetime. Watch “Alex Wagner Tonight” Tuesday through Friday at 9pm Eastern. Connect with MSNBC Online Visit msnbc.com: https://www.msnbc.com/ Subscribe to the MSNBC Daily Newsletter: https://link.msnbc.com/join/5ck/msnbc-daily-signup Find MSNBC on Facebook: https://www.facebook.com/msnbc/ Follow MSNBC on Twitter: https://twitter.com/MSNBC Follow MSNBC on Instagram: https://www.instagram.com/msnbc #DonaldTrump #Trump #GOP