Late Show host David Letterman’s signature top 10 list had a presidential theme on Monday: the top questions “dumb guys” ask the president. Question No. 2 happened to get answered that very night: “Will you be a guest on one of my late shows?” As Letterman counts down the days until his final show on May 20, he was joined by President Obama, who is also heading towards retirement when he leaves office on Jan.

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