Trump's DOJ launches a $1.7 billion fund to make payments to his allies, as Democrats revive the debate about whether to make Trump's declining fitness—even his increasingly discolored hands—a campaign issue. Jon, Lovett, and Tommy weigh the pros and cons and react the rest of the news, including Trump taking revenge on Bill Cassidy and Thomas Massie, his new plotting against Cuba and Greenland, and the latest on negotiations with Iran.