"I never want to rule it out totally, because I really am exhausted of seeing what's happening with this country, how we're really making other people live like kings, and we're not", he said.
Oprah had to be the person to make this speech.
Trump, who has lauded Winfrey as worthy of the vice presidency, dismissed her Tuesday as a threat, albeit cordially.
As he wrapped up the event, a reporter asked "can you you beat Oprah?"
Oprah has always been associated with Democratic politics and fundraising and was a vocal early supporter of former president Barack Obama.
Fired Googler James Damore files a lawsuit claiming "hostility for conservative thought"
The imbroglio at Google is the latest in a long string of incidents concerning gender bias and diversity in the tech enclave. His memo argued there were few women in top jobs at the firm due to biological differences in their capabilities.
What's most important about Oprah's speech is she draws the bigger picture.
In the months after the congressional elections, halfway through Trump's four-year term, Democratic presidential challengers are likely to begin announcing their candidacies to run against him. "It'll be weird at her State of the Union when Congress keeps checking under their seats for a free auto".
Tuesday morning's CBS This Morning became a will-she-or-won't-she White House discussion on Winfrey, with co-hosts peppering one of their own with questions, as King has been the queen of talk's longtime best friend. "While two of Trump's close friends said, 'Please don't refer to us as 'Trump's close friends'".
Update 10:25 a.m. January 8: Two friends, who were not identified, told CNN on Monday that Oprah Winfrey is "actively thinking" about running for president. Don't get too excited. Oprah hasn't said that she's decided to make a run for the White House or anything. "She said she's not sure she wants to move into a smaller place". The television star never let you down, voted for a bill you didn't like and never accepted a compromise that you find disappointing.
If you are struggling to get your head around this, you're not the only one. Could the former talk show host be considering a run for the White House? "They responded officially to the news that Oprah might run, saying, 'We welcome all comers.' Yeah, which is very easy to remember cause it's the exact opposite of their immigration policies".
"I think lessons we all learned from watching Hillary's run, and how her ambition was unfavorably and unfairly viewed, coupled with Oprah's existing popularity, could give Oprah a strong start", Palmieri said.