Without mentioning President Donald Trump's name, Rubenstein then pointed out that "it's clear you don't need government experience to be elected president of the United States."
"That's what I thought," Winfrey said. "I thought, 'Oh gee, I don't have the experience, I don't know enough.' And now I'm thinking, 'Oh.'"
Could that be a possible campaign slogan in 2020? "Oh!" Stranger things have happened.
In the last presidential election Winfrey threw her considerable muscle behind former secretary of state Hillary Clinton, the Democratic nominee for president, after initially planning to stay out of politics for a while.
"Regardless of your politics, it's a seminal moment for women. What this says is, there is no ceiling, that ceiling just went boom! It says anything is possible when you can be leader of the free world," Winfrey told Entertainment Tonight in a June 2016 interview.
But as Rubenstein pointed out, that ceiling, though cracked, is still intact when it comes to the highest political office in the country.