'Best boss ever': Karoline Leavitt reveals the side of Trump few see behind closed doors
WASHINGTON, DC: Karoline Leavitt is in her final days as White House press secretary, and during her last round of interviews on Thursday, August 27, she had plenty to say about the president she has worked for over the past 20 months.
Leavitt called President Donald Trump the “best boss” she has ever had and recalled seeing a more personal side of him while traveling with him and meeting Americans away from the cameras.
.@PressSec: "@POTUS is the best boss I've ever had. He is so fun — he has a great sense of humor... He has a huge heart, he's hospitable, he's generous"
— Rapid Response 47 (@RapidResponse47) August 27, 2026
"@POTUS has touched the heart, I know, of so many Americans across the country whether it's our veterans, our Gold Star… pic.twitter.com/TvZGp93a4s
Karoline Leavitt reflects on 20 months working for Trump
Speaking with NewsNation, Leavitt said one of the biggest things she has learned from Trump is how to deal with the media.
She pointed to his years as a businessman in New York, saying he had been dealing with reporters and appearing in the tabloids long before she was born.
“He’s a pro at this game, and he gets how it’s played,” she said.
Leavitt said she has learned by watching Trump handle the press and by getting an understanding of how he thinks.
She also said Trump sometimes jokes that he is the White House's real communications director.
Then she turned to what she has seen of him personally during her time in the administration. “He is the best boss I have ever had,” Leavitt said.
She described Trump as funny and said he has a strong sense of humor.
“He has a huge heart. He’s hospitable, he’s generous, and he loves this country and the American people,” she said.
.@PressSec is the best to ever do it. Thank you for your service! We will miss you! pic.twitter.com/KPJtF4NCh8
— Rapid Response 47 (@RapidResponse47) August 27, 2026
Leavitt also said she has seen Trump have personal moments with Americans that have stayed with her during her time in the White House.
Karoline Leavitt on 'bittersweet' White House exit
Leavitt then addressed her departure during a separate appearance on 'Fox & Friends' on Thursday.
She described leaving the press secretary's job as “a little bit bittersweet.”
The bitter part, she said, is walking away from a position she loves and from working directly for Trump.
“It’s been the honor and blessing of a lifetime to work for this president,” Leavitt said. “There will never be another like him.”
Leavitt has served as Trump's press secretary for about 20 months. She is leaving the position to spend more time with her young family, including her newborn daughter.
She said her children are at an important stage in their lives and need their mother at home more. But she is not walking away from the administration altogether.
Leavitt said she plans to continue working with Trump as a top outside adviser after leaving the White House.