Saudi Arabia is the first stop on a four-day trip to the Middle East for President Trump, and he was greeted on the tarmac at the airport in Riyadh by the kingdom's de facto ruler, Crown Prince Mohammed bin Salman. Trump also met with Syria's new president, Ahmad al-Sharaa. Democratic Congressman Eric Swalwell joins "The Weeknight" to discuss the price of Trump cozying up to autocrats in the Middle East.

The Supreme Court just blocked the Trump administration from using the Alien Enemies Act to deport a group of immigrants without due process. Rep. Glenn Ivey, member of the Homeland Security Committee, joins "The Weeknight" table to break down the Court's ruling. Plus, House Speaker Mike Johnson just had a big, embarrassing setback. And John Ewing Jr., the first Black mayor-elect of Omaha, NE  discusses his victory over a three-term Republican incumbent and what it might mean for Democrats in 2026 and beyond.