"I don't think she's going to run", Trump told reporters during an immigration meeting.
Winfrey asked the panel about their response to the #MeToo movement, the president's fitness for office, and the sexual harassment accusations against him during the campaign as well as his comments on Twitter about New York Senator Kirsten Gillibrand and his comment about "sh*thole countries".
Sunday the President accused Winfrey of conducting a one-sided interview on CBS' 60 minutes. "I think that when you have that many people whose opinions you value coming at you, it's worthy of thinking about". I've always felt very secure and confident with myself in knowing what I could do and what I could not.
In 1988, Trump told Oprah he probably would never run, adding: "I think I'd win - I tell you what, I wouldn't go into lose".
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Indeed, there was a lot of discussion regarding his temperament, attitude and intelligence, and some unflattering things were said.
Oprah sparked speculation that she might run for office following her rousing speech on equality at January's Golden Globe awards.
"Oprah would be a problem: she'd be their best", the strategist told the publication.
'I saw an Oprah 2020 mug...
"I don't agree that it is okay to tweet the way that he does, getting in a war with North Korea, 'My button's bigger than your button, '" she said.
Trump called out Winfrey for being "insecure".
On Monday, Kevin Ryan, president and CEO of Covenant House, a Catholic charity recognized as the largest privately funded agency in the Americas dedicated to serving homeless youth and ending child trafficking, publicly praised Winfrey for her support to the organization.