When Two Ferns Meet
I've been posting episodes of Zach Galifianakis's web series, Between Two Ferns, and have mentioned the most-famous episode of the show when President Obama was a guest. I'd previously posted it was it was done at the time, but realized that that was five years ago, so I really should bring it back for an encore.
The reason that the President appeared was to promote the then-new Affordable Care Act, and the administration was trying to get young people to sign up. Galifianakis has had that there was no script with him and Mr. Obama, although they gave him a slightly more general idea of what would be discussed than he'd do with other guests. He also said that he did not tell the President his now most-infamous question in advance, though did run it by one of the Mr. Obama's aides, who basically gave him a "whatever, it's your career" kind of shrug.
(Hint, so as not to give away the question, it comes very early on and begins with -- "What is it like...?"
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