Oprah Winfrey interviewed Donald Trump on her show in 1988. He spoke about several issues that he has readdressed recently as a presidential candidate. President Trump told Oprah Winfrey in 1988 that he wouldn’t rule out a run for president, decades before reports that Winfrey may consider a run against Trump in 2020. Winfrey accepted the Cecil ... Watch as Donald, in a 1988 appearance on The Oprah Winfrey Show, shares his thoughts on running for office—and his chances of winning. Original airdate: April 25, 1988. Donald Trump is perhaps best known for the money he's made (and lost) in real estate, his less-than-humble demeanor and his hit reality TV show, 'The Apprentice.'. In recent ... Oprah Winfrey is speaking out about the video of Donald Trump on her show in 1988 where she asked him if he would ever run for president. On the show Trump r... Oprah Winfrey is speaking out about the video of Donald Trump on her show in 1988 where she asked him if he would ever run for president. On the show Trump replied: "I would never want to rule it ... Oprah Winfrey interviewed Donald Trump on her show in 1988. He spoke about several issues that he has readdressed recently as a presidential candidate. Oprah Winfrey, 63, and Donald Trump, 71, ... On the April 25, 1988, show, Winfrey asked Trump about full-page newspaper ads he’d taken out attacking U.S. foreign policy. When she said their ... January 8, 2018 at 2:54 p.m. EST. If Oprah Winfrey’s “ active thinking ” about a run for the nation’s top office evolves into a bid to unseat Donald Trump in 2020, there’s one clip of ... Mostly full hour interview with Donald Trump on The Oprah Winfrey Show from 1988. Part of interview interrupted by urgent news segment. Originally shared in late 2020 by Dave's Archive, but never uploaded to YouTube.
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