Less than 2 weeks until Iowa caucuses begin

Guests: Sen. Sheldon Whitehouse, Andrew Weissmann, Kristy Greenberg, Rick Hasen, Brendan Buck, Jennifer Horn

Tonight: He's facing nearly 100 felony charges and just battling to stay on the ballot. What Trump's latest legal struggle means for his re-election—and his freedom. Plus, the ex-president spews another series of nonsensical claims on social media. But what if his ridiculous claims are actually on purpose? And as Harvard's first black president resigns her post, Republicans scramble to take credit.