Karoline Leavitt's replacement as press secretary faces 'critical' test as midterms loom, Trump advisor says

James Blair, senior political advisor to Trump, calls Karoline Leavitt "maybe the best press secretary" ever and says her successor will be under a "microscope" heading into midterms.

Leavitt has been among the most visible members of the second Trump administration - which is probably quite hard work when your competition for TV is someone as eager for eyeballs as Donald Trump.

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.

Thursday on “The Alex Marlow Show,” Breitbart Editor-in-Chief Alex Marlow talked about the White House and the possibility of Scott Jennings as Press Secretary. Marlow said, “He’d have to be pretty ambitious to do it. But if he did, I think

Karoline Leavitt joined the Donald Trump as he headed to New York to speak at a police academy on Friday.

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.

Late-night host jokes White House press secretary departing chaos of Washington to seek a quieter life in the company of a screaming baby

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

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

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

Jonathan Ernst / REUTERS CNN’s token MAGA pundit may be in line for a big new gig. Prediction markets have Scott Jennings as the favorite to be President Donald Trump’s next press secretary, skyrocketing him past lesser-known names who worked under Karoline Leavitt on the White House communications team. Read more at

President Donald Trump and press secretary Karoline Leavitt, among others, attend an event on July 22, 2026, for US service members killed during operations in the Middle East. | Saul Loeb/AFP via Getty Images This story appeared in Today, Explained, a daily newsletter that helps you understand the most compelling ne

HaQuiz • Karoline Leavitt said Trump blocked a plan to spend $50 million on what in Gaza?  Haaretz

Anti-Trump Republican Gives Karoline Leavitt A Peculiar Compliment Before She Steps Down  HuffPost

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

President Donald Trump reportedly wouldn’t stop harassing White House Press Secretary Karoline Leavitt during her brief maternity leave. CNN’s White House correspondent Alayna Treene reported Wednesday that Trump had repeatedly called Leavitt while she was on maternity leave to have her second child. The president was