Joe Biden surprises Donald Trump with a debate challenge, and Trump accepts. Tommy and MSNBC's Jen Psaki discuss the strategy behind Biden's move and how likely it is that those debates will actually happen, Trump's courthouse surrogate operation, the latest with Israel and Gaza, and whether it's true that Biden thinks the polls are wrong. Then, Tommy and Jen relive the best White House stories from Jen's new book, Say More: Lessons from Work, The White House, and the World.