The Trump Files: The Many Times Donald Praised Hillary Clinton

“Hillary Clinton is a great woman. And a good woman.”

Ivylise Simones

Until the election, we’re bringing you “The Trump Files,” a daily dose of telling episodes, strange but true stories, or curious scenes from the life of GOP nominee Donald Trump.

It’s Election Day. Still undecided about whom to vote for? Perhaps these words of endorsement might help you make up your mind. They’re about Hillary Clinton—and they came from Donald Trump. He’s lavishly praised Clinton and her husband for years, including the time when he…

…told a reporter that “Hillary Clinton is a great woman. And a good woman.”

“I think she’s going to go down, at a minimum, as a great senator,” Trump told NY1, a New York cable news channel, after Clinton lost the Democratic primary to Barack Obama in 2008. “I think she is a great wife to a president, and I think Bill Clinton was a great president.”

…talked up Hillary in his book.

Trump made sure to include a photo of himself with Clinton within the first 10 pages of his 1997 book, The Art of the Comeback, along with a fawning caption. “The First Lady is a wonderful woman who has handled pressure incredibly well,” he wrote.

Trump Clinton


…praised her hard work during a Fox News interview.

“I really like her and her husband both a lot,” Trump told Greta Van Susteren during the 2012 campaign. “I think she really works hard. And I think, again, she’s given an agenda, it is not all of her, but I think she really works hard and I think she does a good job. I like her.”

…wanted Clinton to win the nomination in 2008.

Wolf Blitzer asked Trump in 2007 about Clinton, his current sidekick Rudy Giuliani, and the pair’s chances of getting presidential nominations. “They’re both terrific people, and I hope they both get the nomination,” Trump said, adding at another point that “I know her…very well. She’s very talented.”

blogged that she’d make a great president.

“I know Hillary and I think she’d make a great president or vice-president,” Trump wrote in a 2008 blog post discovered by BuzzFeed.

…wanted to help her and Bill buy a house.

Trump lamented to Larry King in 1999 that the Clintons hadn’t turned to him for help in buying a house in Chappaqua, New York. “I just wish I could have maybe represented him in buying the house, and her, because I think I could save them about $600,000 or $700,000,” he said. Trump was exploring a run for the Reform Party presidential nomination at the time, but he still told King of his future political rival, “I like her very much.”

Read the rest of “The Trump Files”:


    In 2014, before Donald Trump announced his run for president, we knew we had to do something different to address the fundamental challenge facing journalism: how hard-hitting reporting that can hold the powerful accountable can survive as the bottom falls out of the news business.

    Being a nonprofit, we started planning The Moment for Mother Jones, a special campaign to raise $25 million for key investments to make Mother Jones the strongest watchdog it can be. Five years later, readers have stepped up and contributed an astonishing $23 million in gifts and future pledges. This is an incredible statement from the Mother Jones community in the face of huge threats—both economic and political—against the free press.

    Read more about The Moment and see what we've been able to accomplish thanks to readers' incredible generosity so far, and please join them today. Your gift will be matched dollar for dollar, up to $500,000 total, during this critical moment for journalism.

    We Recommend


    Sign up for our newsletters

    Subscribe and we'll send Mother Jones straight to your inbox.

    Get our award-winning magazine

    Save big on a full year of investigations, ideas, and insights.


    Support our journalism

    Help Mother Jones' reporters dig deep with a tax-deductible donation.


    We have a new comment system! We are now using Coral, from Vox Media, for comments on all new articles. We'd love your feedback.