'Best boss ever': Karoline Leavitt reveals the side of Trump few see behind closed doors

Karoline Leavitt said she has seen Trump have personal moments with common people that have stayed with her during her time in the White House
President Donald Trump, accompanied by White House Press Secretary Karoline Leavitt,  walks towards the media as he departs on Marine One on the South Lawn of the White House on February 27, 2026, in Washington, DC (Getty Images)
President Donald Trump, accompanied by White House Press Secretary Karoline Leavitt, walks towards the media as he departs on Marine One on the South Lawn of the White House on February 27, 2026, in Washington, DC (Getty Images)

WASHINGTON, DC: Karoline Leavitt has officially left her post as White House press secretary after 20 months in the role, wrapping up her tenure on Thursday, August 27. In a series of final interviews on her final day at work, she reflected on President Donald Trump and her time serving in his administration

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.



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.

JOINT BASE ANDREWS, MARYLAND - AUGUST 21: U.S. President Donald Trump shows copies of recent headlines as he speaks with reporters with Press Secretary Karoline Leavitt looking on before boarding Air Force One on August 21, 2026 in Joint Base Andrews, Maryland. President Trump is traveling to South Carolina for a campaign rally with Darline Graham. (Photo by Win McNamee/Getty Images)
President Donald Trump shows copies of recent headlines as he speaks with reporters with Press Secretary Karoline Leavitt looking on before boarding Air Force One on August 21, 2026, in Joint Base Andrews, Maryland (Win McNamee/Getty Images)

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.



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.”

WASHINGTON, DC - APRIL 10: White House press secretary Karoline Leavitt carries her son Niko Riccio, as she walks along the Collonade before U.S. President Donald Trump departs from the White House on April 10, 2026 in Washington, DC. President Trump is traveling to Charlottesville, Virginia. (Photo by Andrew Harnik/Getty Images)
White House Press Secretary Karoline Leavitt carries her son Niko Riccio as she walks along the Collonade before President Donald Trump departs from the White House on April 10, 2026, in Washington, DC (Andrew Harnik/Getty Images)

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.

GET BREAKING U.S. NEWS & POLITICAL UPDATES
STRAIGHT TO YOUR INBOX.

MORE STORIES

Bailee Lynn Rios was charged on Thursday with two counts of second-degree killing, driving under the influence, and causing injury
50 minutes ago
Patrick Clancy's remarriage emerged publicly during court proceedings in July, shortly before he took the witness stand
2 hours ago
In a separate statement, Attorney Edward Paltzik said Michael P Desronvil was safe at an undisclosed location in rural Northern New England
4 hours ago
Airbus Helicopters says it is assisting the NTSB probe into the deadly NBC helicopter crash in Los Angeles
12 hours ago
The NTSB is investigating a possible engine or mechanical failure as officials seek more footage to determine what caused the helicopter crash
13 hours ago
'It’s so upsetting to see what’s happening in this country, and it’s so crazy,' Robert De Niro said on Amy Poehler's podcast
14 hours ago
Edy Gutierrez Mejia, who was from Cuilapa, Guatemala, was standing near a car at a local storage facility when the news helicopter crashed
18 hours ago
Eliana Moreno was one of six siblings, and two of her brothers work as deputies with the Orange County Sheriff's Department
1 day ago
Anthony Kazmierczak was sitting in the audience when he suddenly moved toward Rep Ilhan Omar as she was speaking on January 27
1 day ago
The man repeatedly drove his feet into the glass and smashed the windows in an attempt to escape authorities
1 day ago