She has a grasp of the issues as she used to cover local politics.
Obviously, Winfrey is beloved on the left, has business experience and can spend some of her billions on assembling a crack team.
But it was her support for women tackling sexual harassment that fuelled talk among Democrats in states where presidential runs usually begin - Iowa and New Hampshire.
"I did one of her shows", Trump told reporters assembled during a meeting on immigration. Within hours, CNN reported that two close friends of Winfrey had also confirmed that she plans to run.
Winfrey said while there was no justice for Taylor, whose attackers were never prosecuted, her truth lived on in the work of civil rights icon Rosa Parks, an ACLU investigator on Taylor's case. "I got goosebumps", she also told The Times. "This is very, very personal".
His tweets follow Winfrey's speech at the Golden Globes on Sunday night, which spurred chatter about a 2020 run.
With nearly three years to run, there is still all to play for in the 2020 presidential election. Conservative tax activist Grover Norquist subsequently noted Winfrey's past opposition to the estate tax.
President Donald Trump's daughter Ivanka is endorsing Oprah Winfrey's message, if not a political future, in a recent tweet. In 2013, Winfrey hosted a fundraiser for then-Newark Mayor Cory Booker during his initial Senate bid. "I'd love to have Oprah", Trump said at the time. "She would absolutely do it".
The president added that he liked her, "but I don't think she's going to run".
Trump's kind words for Oprah are not new.
She used the show's success to build a media empire encompassing movie production, magazines, cable TV, and satellite radio, becoming one of the world's richest women.
In the meantime, as Oprah promised, "a new day is on the horizon" - and it's up to all of us to make sure it dawns.
"We miss that woman", Janney said of Winfrey, who ended her eponymous talk show in 2011.
Her honor came in a year when the awards show, Hollywood's first leading up to the Oscars, was dominated by a scandal that has seen the downfall of dozens of powerful men as women break years of silence.