Tonight on The Last Word: A new Jack Smith filing cites a Trump social media post about Gen. Milley as potential witness intimidation. Also, New York Attorney General Letitia James is seeking a $250M fine in the Trump fraud suit. Plus, labor unions are notching wins negotiating with businesses. And Ukraine aid is at the center of the shutdown showdown. Rep. Eric Swalwell, Jennifer Rubin, Norm Ornstein, Adam Klasfeld, Tim O'Brien, Eric Haywood, Jeri Ryan and Rep. Adam Smith join Ali Velshi.