BEVERLY HILLS, CA - JANUARY 07: In this handout photo provided by NBCUniversal, Oprah Winfrey accepts the 2018 Cecil B. DeMille Award speaks onstage during the 75th Annual Golden Globe Awards at The Beverly Hilton Hotel on January 7, 2018 in Beverly Hills, California. (Photo by Paul Drinkwater/NBCUniversal via Getty Images) TOPSHOT - US President Donald Trump speaks during a retreat with Republican lawmakers at Camp David in Thurmont, Maryland, January 6, 2018. / AFP PHOTO / SAUL LOEB (Photo credit should read SAUL LOEB/AFP/Getty Images)
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Trump praised Oprah as potential candidate in 1999
In a 1999 interview with CNN, Donald Trump called Oprah Winfrey a "great woman" and said she would be his first choice for a running mate.
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Oprah Winfrey 13 videos
BEVERLY HILLS, CA - JANUARY 07: In this handout photo provided by NBCUniversal, Oprah Winfrey accepts the 2018 Cecil B. DeMille Award speaks onstage during the 75th Annual Golden Globe Awards at The Beverly Hilton Hotel on January 7, 2018 in Beverly Hills, California. (Photo by Paul Drinkwater/NBCUniversal via Getty Images) TOPSHOT - US President Donald Trump speaks during a retreat with Republican lawmakers at Camp David in Thurmont, Maryland, January 6, 2018. / AFP PHOTO / SAUL LOEB (Photo credit should read SAUL LOEB/AFP/Getty Images)
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Trump praised Oprah as potential candidate in 1999
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BEVERLY HILLS, CA - JANUARY 07: In this handout photo provided by NBCUniversal, Oprah Winfrey accepts the 2018 Cecil B. DeMille Award speaks onstage during the 75th Annual Golden Globe Awards at The Beverly Hilton Hotel on January 7, 2018 in Beverly Hills, California. (Photo by Paul Drinkwater/NBCUniversal via Getty Images)
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Oprah finally addresses 2020 rumors
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Gayle King fuels Oprah 2020 speculation
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BEVERLY HILLS, CA - JANUARY 07: In this handout photo provided by NBCUniversal, Oprah Winfrey accepts the 2018 Cecil B. DeMille Award speaks onstage during the 75th Annual Golden Globe Awards at The Beverly Hilton Hotel on January 7, 2018 in Beverly Hills, California. (Photo by Paul Drinkwater/NBCUniversal via Getty Images)
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These are the careers Oprah has kickstarted
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Donald Trump 1999 LKL Oprah VP Choice
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Trump in 1999: Oprah would be first VP choice
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What Oprah said in 2017 about her legacy
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Oprah Winfrey give the Commencement Address at Agnes Scott College on May 13, 2017 in Decatur, Georgia.
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Oprah: Find success by engaging with others
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PASADENA, CA - FEBRUARY 22: Oprah Winfrey speaks onstage during the 45th NAACP Image Awards presented by TV One at Pasadena Civic Auditorium on February 22, 2014 in Pasadena, California. (Photo by Kevin Winter/Getty Images for NAACP Image Awards)
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Is Oprah mulling a 2020 presidential run?
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####1988-12-31 00:00:00 title: Oprah Winfrey Interviews Donald Trump in 1988 duration: 00:03:11 site: Youtube author: null published: Thu Jul 30 2015 22:49:09 GMT-0400 (Eastern Daylight Time) intervention: no description: Oprah Winfrey Interviews Donald Trump in 1988 Donald Trump for President 2016##
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Trump tells Oprah his political views in 1988
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