John Oliver discusses the Paramount Skydance merger, how they've named Bari Weiss the new Editor-in-Chief of CBS News, and what her editorial history and perspective mean for the future of U.S. journalism. Plus, some notable moments in the history of the Upper West Side.

John Oliver details what Medicare Advantage is, why it basically has all the pitfalls of private insurance, and the economic significance of novelty slippers. You'll see.