The problems dogging attorney general pick Matt Gaetz don't seem to be going away, as new leaks expose a history of thousands of dollars in Venmo payments to two women at the center of the complaints against him. Meanwhile, newly unearthed video of RFK Jr., Trump's choice for health secretary, shows him speculating about whether the Covid pandemic was planned by the government. Tommy is joined by Democratic strategist and media expert Lis Smith to unpack all the chaos, plus what the Dems are missing, what needs to shift in their media strategy, and the big questions driving the race for DNC Chair. Then, Dan sits down with Sen. Jon Tester to reflect on his re-election battle in Montana, how Democrats can win in the heartland again, and the best way to connect with voters in red states.

Donald Trump completes his journey from outcast to cool kid, showing off his MAGA clique at a glitzy UFC fight and even getting nemeses Joe Scarborough and Mika Brzezinski to come groveling to Mar-a-Lago. Meanwhile, it may not be such smooth sailing for two of his top cabinet picks, Matt Gaetz and Pete Hegseth, as questions mount about sexual misconduct. Jon, Lovett, and Tommy break down all the latest, including Democratic governors' plan to constrain Trump's power, the upcoming race for DNC chair, and under-the-radar moves at the FCC. Then, Tommy talks with NBC News's Brandy Zadrozny, an expert in misinformation and the rise of Robert F. Kennedy Jr., about RKF's plans for the medical care you get and the food you eat.

Donald Trump goes all in on naming his biggest political boosters to Cabinet posts, whether they're qualified or not (they're not!). Trump wants alleged sex offender Matt Gaetz for Attorney General, vaccine skeptic RFK Jr. for HHS Secretary, dictator sympathizer Tulsi Gabbard for Director of National Intelligence, Fox News host Pete Hegseth for Secretary of Defense, and Elon Musk and Vivek Ramaswamy for the newly invented Department of Government Efficiency. Jon and Dan discuss the odds of Senate Republicans blocking any of these nominations, why Trump picked them in the first place, and how Democrats can respond without defending the status quo. Then, Jon sits down with Senator-elect Andy Kim of New Jersey to talk about how Democrats can listen and learn after the election, what Kim thinks of Trump's Cabinet picks so far, and learning to be comfortable with uncomfortable politics.