From Gaza condoms to 'Your mom': Outgoing White House press secretary Karoline Leavitt's most divisive moments

Karoline Leavitt announced this week she was stepping down from her role as White House Press Secretary. From her combative relationship with the press to viral moments which have made her infamous, here is a lookback at her most divisive moments behind the podium.

A lot of things can be said about Leavitt’s tenure and about the damage I believe she did to a job I was honored to hold.

Former Biden press secretary said Leavitt tried to turn the briefing room into her personal safe space.

Jen Psaki accused Karoline Leavitt of turning the White House briefing room into a "personal safe space" packed with MAGA sycophants and podcasters.

Source says there is no plan currently to replace her as spokesperson

White House press briefings will be given by top officials — as they had been intermittently during Leavitt’s maternity leave — but names are being bandied about for a down-the-line permanent replacement

Who will replace Karoline Leavitt? Buzz for Trump's next press secretary begins  USA Today

Karoline Leavitt, the Press Secretary Who Perfected the Art of Defending Trump  wsj.com

Who could replace Karoline Leavitt as White House press secretary?  CNN

The White House has not yet offered information about who will succeed Leavitt. But these names are being floated as potential contenders.

Karoline Leavitt’s abrupt departure has sparked a tough race inside Trump’s circle for the prominent position Karoline Leavitt’s surprise resignation as the White House press secretary is set to trigger a sharp-elbowed race inside Donald Trump’s world for one of the most prominent positions in the Trump administration.

Trump Administration The new media seat was a good idea. Robby Soave | 8.13.2026 3:18 PM Karoline Leavitt (Sipa USA/Newscom) White House press secretary Karoline Leavitt is leaving her post after two years in order to spend more time with her young children. This is not a particularly surprising development: Press secr

Who Might Replace Karoline Leavitt as Press Secretary?  New York Magazine

Karoline Leavitt has been an ever-present in Trump’s second term, a marked departure on the first.

Karoline Leavitt Is Leaving The Podium. These Are The Moments People Won't Forget.  HuffPost

The job requires managing a complex relationship with the media - as well Trump's high expectations.

Welcome to a bonus edition of Washington Secrets. We have been hitting the phones since Donald Trump announced the departure of Karoline Leavitt yesterday, and we bring you everything we know about what the White House press shop will look like once she has left at the end of the month… EXCLUSIVE — Karoline Leavitt…

White House press secretary Karoline Leavitt will leave the Trump administration at the end of the month to spend more time with her young family

President Donald Trump is announcing Karoline Leavitt will be departing as White House Press Secretary at the end of August after more than a year and half on the job. NBC’s Garrett Haake reports for TODAY.

White House press secretary Karoline Leavitt has announced that she will leave the Trump administration at the end of August, saying she wants to devote more time to her young children.

The White House press secretary Karoline Leavitt is leaving her role after 20 months under president Donald Trump.

WASHINGTON (AP) -- White House press secretary Karoline Leavitt, the youngest person to hold the role, will leave the Trump administration at the end

Karoline Leavitt announced she will step down as White House press secretary, surprising insiders who viewed her as a key figure for Trump's second term.

Trump’s firebrand press spokesperson built a reputation as a MAGA true believer and one of his strongest defenders.

Trump’s firebrand press spokesperson built a reputation as a MAGA true believer and one of his strongest defenders.

Who could replace Karoline Leavitt as Trump’s press secretary?  The Times

Karoline Leavitt will step down as White House press secretary at the end of August to focus on her family while remaining a senior outside advisor to Trump.

Few figures in the Trump administration have been as visible — or loyal — as Karoline Leavitt.

Youngest White House spokesperson outshone all four of her predecessors in the perilous role

Leavitt called it a "bittersweet decision" in a social media post Wednesday shortly after President Donald Trump announced she would be stepping down. She recently returned to the White House podium after the birth of her second child, a daughter named Viviana, in May.

White House press secretary Karoline Leavitt will step down from her position at the end of the month, President Donald Trump has announced.

White House press secretary Karoline Leavitt, who will leave the administration to focus on her family at the end of the month, said Wednesday that serving as the president's chief spokeswoman "has been the honor and adventure of a lifetime."

Karoline Leavitt, the White House press secretary, will leave the post to spend more time with her family, President Donald Trump said.

Karoline Leavitt announced Wednesday that she will leave her role as White House press secretary at the end of the month. CBS News' Ed O'Keefe has more on that and the latest on President Trump's secret plane switch.

White House press secretary Karoline Leavitt is leaving the Trump administration  AP News

White House press secretary Karoline Leavitt, youngest person to hold role, to leave at month’s end  Chicago Tribune

US President Donald Trump on Wednesday announced that White House Press Secretary Karoline Leavitt will step down at the end of the month to spend more time with her young children and family.

Karoline Leavitt, 28, is stepping down as White House Press Secretary at the end of the month, with Donald Trump praising her as "one of my most trusted aides" and confirming she will remain as a top outside adviser

White House press secretary Karoline Leavitt is the youngest person to ever hold the role

White House press secretary Karoline Leavitt, the youngest person to hold the role, will leave at month’s end, U.S. President Donald Trump announced Wednesday.

"Serving as the White House Press Secretary over the past year and a half has been the honor and adventure of a lifetime," Leavitt said in a post on social media site X/Twitter.

White House press secretary Karoline Leavitt with her husband, Nicholas Riccio. Julia Demaree Nikhinson, File/AP Photo Karoline Leavitt, 28, is the youngest-ever White House press secretary. She worked for Kayleigh McEnany and Rep. Elise Stefanik before joining Donald Trump's 2024 campaign. She is married to 60-year-o

State of the Union: Leavitt is leaving to spend more time with her family, she said.

White House Press Secretary Karoline Leavitt resigns to become a senior advisor to President Trump. Learn more about her departure and new role.

Leavitt, one of the most visible advocates of Trump’s “Make America Great Again” movement, recently returned to work after taking leave following the birth of her second child.

The number of women left in the Trump admin is shrinking News Editor Published August 12, 2026 4:39PM (EDT) Karoline Leavitt speaks to Fox News on November 24, 2025. (ANDREW CABALLERO-REYNOLDS / AFP via Getty Images) President Donald Trump announced in a social media post Wednesday that one of his “most trusted” aides

She will leave her role at the end of the month, Trump said.

White House press secretary Karoline Leavitt (right) will leave her role to spend more time with her family, the US president says.

The President's 'trusted aide' will leave her White House press secretary role this month.

She just recently returned to the White House after taking a brief leave for the birth of her second child in May.

President Trump hailed Leavitt as 'one of my most trusted aides' as he announced she would step down at the end of the month.

President Trump hailed Leavitt as 'one of my most trusted aides' as he announced she would step down at the end of the month.

US President Donald Trump said White House press secretary Karoline Leavitt would depart her role at the end of the month to spend more time with her family.

The president wrote on Truth Social that Leavitt "will be departing her role at the end of the month so she can spend more time with her beautiful young children and family, a decision I totally understand and respect!"

U.S. President Donald Trump ‌said ​on Wednesday that ​White House press secretary Karoline Leavitt ‌would depart her role at the end ‌of the month to ​spend more time with her family.

U.S. President Donald Trump says in social media post that Leavitt was leaving to spend more time with her family

Karoline Leavitt Stepping Down As White House Press Secretary To Focus On Children  Forbes

Leavitt is departing her role to spend more time with family after giving birth to a second child, according to Trump.

President Trump said that Ms. Leavitt, who recently gave birth to her second child, would be leaving to spend time with her family.

Donald Trump announced the departure of his press secretary on Wednesday in a post on Truth Social

‘so she can spend more time with her beautiful young children and family’

Ms Leavitt just recently returned to the White House after taking a brief leave for the birth of her second child in May.

Leavitt, who at 28 is the youngest person ever to hold the role, just recently returned to the White House after taking a brief leave for the birth of her second child in May.

Karoline Leavitt plans to exit her role as White House press secretary at the end of the month, President Donald Trump announced on Wednesday. Leavitt is leaving to spend more time with her family,Trump said. She gave birth to a daughter in May. Trump posted on Truth Social, “Our wonderful White House Press Secretary,

Karoline Leavitt will move into an outside advisory role, Donald Trump announced.

White House press secretary Karoline Leavitt, youngest person to hold role, to leave at month's end  Toronto Star

Trump added that Leavitt would remain involved as one of his “top outside advisors”US president Donald Trump has announced that White House press secretary Karoline Leavitt will leave her role at the end of August to spend more time with her family.In a post on Truth Social, Trump described Leavitt as “one of my most t

Karoline Leavitt will be stepping down from her role as White House press secretary, President Trump announced Wednesday in a Truth Social post. The big picture: Leavitt is leaving to spend more time with her family, the president said. Editor's note: This is a breaking news story and will be updated.

White House Press Secretary Karoline Leavitt speaks during a press briefing in the Brady Briefing Room of the White House in Washington, DC, on July 16, 2026.Saul Loeb | AFP | Getty ImagesWhite House Press Secretary Karoline Leavitt will leave that post by the end of August, President Donald Trump said on Wednesday.Lea

Donald Trump's press secretary will be departing her White House role, the US president has announced.

White House Press Secretary Karoline Leavitt will depart her role later this month, a move that will deprive President Donald Trump of his top spokesperson.

WASHINGTON — Karoline Leavitt will leave her role as White House Press Secretary at the end of the month, President Donald Trump announced on Wednesday. “Our wonderful White House Press Secretary, and one of my most trusted aides, Karoline Leavitt, will be departing her role at the end of the month so she can spend ...