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Vampire Weekend – Diplomat's Son Lyrics 15 years ago
I think you are reaching on the Jewish Grandmother thing. Jews are people too. But as Seth McFarlane puts it: "italians... are not jews". Also, I'm no scientist, but i think Paul Simon having Jewish parents might technically make him Jewish.

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Vampire Weekend – Diplomat's Son Lyrics 15 years ago
I think it's a reference to the 'contra' uprising in Nicaragua that started in 1979 when the Sandinistas overthrew the 43 year long Somoza dynasty. Reagan took office in 1981 and helped to completely destabilize the area. The 'contra' were funded and aided by the US military. Reagan hated the Sandinistas because they were leftist.

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Vampire Weekend – Diplomat's Son Lyrics 15 years ago
i think sam71191 is mostly right. it is a direct reference to the 'contra' uprising in Nicaragua that started in 1979 when the Sandinistas over-through the 43 year long Samozo dynasty. Carter tried many tactics to help smooth the transition or balance the power. It wasn't until 1981 when Reagan took office and cut Nicaragua off financially (The Sandinistas were semi socialistic, a red herring at the time... pun intended). This completely destabilized the area. It took Nicaragua 9 years to reach a balance of power. I think the clash clearly referred to this and so does VampWknd. There are many ways to interpret the lyrics but I bet their main goal was to draw attention to Reagan's tactics, which led to a lengthy civil war.

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