Jack Johnson explained: "A friend of mine was trying to get this girl, and I tried to write a song that would help him have a laugh at himself because he was spending so much time trying to get her and it obviously wasn't leading anywhere. That was one just to cheer up a friend."
Directed by The Malloy Brothers, the music video was shot in one take and played backwards, a technique pioneered by the director Spike Jonze in his video for "Drop" by The Pharcyde, and used by Coldplay in their video for "The Scientist." The challenge for the performer in these videos is singing the song backwards, which Johnson had to learn.
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