TONIGHT: Author of "Assassination Vacation," Sarah Vowell!

Tonight, author of Cheney: The Untold Story of America's Most Powerful and Controversial Vice President, Stephen F. Hayes. Jon first reports on the recent visit of Nicolas Sarkozy with President Bush in Maine. Senior Western White House Correspondent Samantha Bee reports from Crawford, TX with some record breaking news. Bush has taken 423 vacation days and is on the verge of breaking Ronald Reagans 436. Next, Larry Wilmore asks the question, "Is America Ready For A Black President?" Larry looks at Obama and whether he's black enough to be considered black and also uses the Negrometer to determine how black a president America is ready for. Finally, Jon shows us a 1994 video of Dick Cheney explaining why it was good thing we didn't invade Baghdad during the first Iraq War in a segment called "Even Dick Don't Know Dick".

Ransomware attacks pose a growing threat to the U.S., Frank Luntz discusses getting people vaccinated via the power of language, and actor Thuso Mbedu talks about “The Underground Railroad.”