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1-95 of 95
- Jay marks the debut of his prime time series. After the monologue, Jay welcomes correspondent Dan Finnerty of the Dan Band, who appears in a taped segment singing to a car wash customer. Guest Jerry Seinfeld holds a conversation with Oprah Winfrey and talks about his upcoming reunion with the "Seinfeld" cast on "Curb Your Enthusiasm." Jay shows a spoof of an interview with Barack Obama. Jay talks to Kanye West about West's outburst at the MTV Video Music Awards the previous night, after which West performs with Jay-Z and Rihanna. Jay closes the show with "Headlines."
- Michael Moore appears as a guest to promote his film "Capitalism: A Love Story," Tom Cruise and Cameron Diaz appear in a ten-question interview via satellite, and correspondent Jim Norton does a comedy routine.
- Jay Leno salutes the military with an audience of service personnel, some of whom take part in his regular segments for a chance to win prizes including a car.