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    | Many consider it the most beautiful monument in the world | 
    the Taj Mahal
 
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    | In a musical Kim MacAfee has said "bye bye" to this pop music star, resigning as president of his fan club | 
    (Alex: Bye Bye Birdie.)
  Conrad Birdie
 
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    | In Greek these veggies with dark purple skin are melitzanes | 
    eggplants
 
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    | The dealer shows it to the rest of the table | 
    the upcard
 
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    | The American Revolution began in April 1775 with the battles of these 2 Massachusetts towns | 
    Lexington & Concord
 
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    | This Bronx-born Supreme Court justice got her B.A. from Princeton | 
    Sotomayor
 
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    | You ought to recognize this iconic art deco skyscraper | 
    (Jenny: What is the Empire State Building?)
  the Chrysler Building
 
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    | This evil organization that 007 has battled in many movies is the title of the 2015 James Bond film | 
    S.P.E.C.T.R.E.
 
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    | A tabloid version of the board game Clue made this purple-named character a billionaire video game designer | 
    Professor Plum
 
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    | A slope, or an improvement | 
    an upgrade
 
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    | The name of this 1815 battle has come to mean a decisive defeat | 
    Waterloo
 
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    | At Harvard, Al Gore roomed with this future movie actor, who spoke in support of Al at the Democratic Convention in 2000 | 
    Tommy Lee Jones
 
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    | The stunning Baha'i Temple in New Delhi is built in the shape of this sacred flower | 
    the lotus
 
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    | SD-6, a top-secret spy agency, recruited college student Sydney Bristow, "Alias" this actress | 
    Jennifer Garner
 
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    | Elizabeth Taylor's eyes were often described as this shade of purple, as in the title of a "Doonesbury" collection | 
    violet
 
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    | To transfer data from a smaller device to a larger one | 
    (Jenny: What is to back up?) [Initially ruled incorrect; reversed before Double Jeopardy!]
  upload
 
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    | This battle fought in Maryland in 1862 was the bloodiest single day of the Civil War | 
    Antietam
 
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    | Naturally, this "Oracle of Omaha" went to the University of Nebraska, but for B-school attended Columbia | 
    [Alex reads "B-school" as "business school".]
  (Warren) Buffett
 
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    | In 2015, this museum, named for the former Gertrude Vanderbilt, moved to a new building with a cantilevered entrance | 
    the Whitney Museum of American Art
 
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    | Several of the Time Lords on this series have dealt with U.N.I.T., a task force that investigates aliens on Earth | 
    Doctor Who
 
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    | The dried purple flowers of this shrub that's part of the mint family are used for scent or as a preservative | 
    lavender
 
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    | More common in women? it's using a rising inflection even on non-questions? | 
    upspeak (or uptalk)
 
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    | In Shakespeare, before this battle Henry V rallies his troops, calling them "We few, we happy few, we band of brothers" | 
    Agincourt
 
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    | Seen here, this New York senator graduated magna cum laude from Dartmouth | 
    [Alex inaccurately gave the response as "Kristen Gillibrand".]
  Kirsten Gillibrand
 
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    | Legend says the architects of this cathedral were blinded so they could never again create anything as beautiful | 
    St. Basil's
 
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    | In the Marvel universe, Baron Wolfgang von Strucker was instrumental in creating this evil organization | 
    Hydra
 
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    | Appropriately, Alice Walker has this gem that's the color purple as her birthstone | 
    amethyst
 
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    | With or without a prefatory "one", it's the art of gaining an advantage | 
    upsmanship
 
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    | World War II's largest naval engagement was the 1944 battle of this Philippine gulf | 
    (Alex: That one kind of fell right into your pocket there, didn't it?)
  Leyte
 
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    | She was still a senior at Yale when her design for the Vietnam Veterans Memorial won a nationwide competition | 
    Maya Lin
 
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