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The very catty battle to replace Karoline Leavitt as next press secretary: Why Trump allies have turned on CNN star frontrunner... Disney actress 'auditioning' against MAGA mouthpieces... and 'flamed out' loyalist who has ZERO chance

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Raasch, J. M. (2026, September 18). The very catty battle to replace Karoline Leavitt as next press secretary: Why Trump allies have turned on CNN star frontrunner... Disney actress 'auditioning' against MAGA mouthpieces... and 'flamed out' loyalist who has ZERO chance. Daily Mail. https://www.dailymail.com/news/article-16136969/karoline-leavitt-replacement-war-star-seekers-trump-requirement.html?ns_mchannel=rss&ns_campaign=1490&ito=1490

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Daily Mail · collected 2026-09-18 · by Jon Michael Raasch

Quick Summary

President Donald Trump has not yet named a successor to outgoing White House press secretary Karoline Leavitt, who left on August 27. Several candidates are being considered, including CNN pundit Scott Jennings and acting US Attorney Alina Habba. However, Jennings's past criticism of President Trump during the January 6 insurrection is creating obstacles for his candidacy. Other contenders include former Fox Business host Maria Bartiromo and White House officials Anna Kelly and Danielle Alvarez. The article highlights how Jennings’s previous comments are now affecting his chances despite initial speculation that he was a frontrunner for the role.
Written by AI on 2026-09-19, from this article's own text only (the story summary below draws on all the coverage).

AI analysis

Story summary

Karoline Leavitt, the outgoing White House press secretary, announced on August 12 that she would leave her position to spend more time with her two young children. Since then, numerous individuals have been vying for the role of replacing her. President Donald Trump is reportedly in no rush to make a decision despite speculation and interest from several candidates. Among those being considered are CNN pundit Scott Jennings, acting US Attorney Alina Habba, and former Fox Business host Maria Bartiromo. Additionally, White House Principal Deputy Press Secretary Anna Kelly and senior Trump campaign adviser Danielle Alvarez are also under consideration. Leavitt herself has transitioned to work at MAGA Inc., where she continues to advise the president on his decision for a new press secretary. The competition for this influential position highlights the ongoing power dynamics within the White House and the broader conservative media landscape.

Written for “Trump Press Secretary Search War” on 2026-10-30, grounded in this article and the 0 other(s) covering the same event.

Story

📰 Trump Press Secretary Search War
Politics · 1 article(s) covering the same event.

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Claims extracted
64
sentences that state something as happening or true
Uncertain
11%
7 of 64 hedged ("reportedly", "may", "according to")
Leaning
Leans right
of the writing, not the subject · beta estimate
Publisher signals
68/100
Daily Mail's corrections and hedging, across everything collected from it. Not a measure of accuracy.
Outlets on this story
1
Politics
Same framing elsewhere
1
articles that frame the event the way this one does
Analyzed 2026-09-19 · how these are computed

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Publisher

Daily Mail · 8386 article(s) · 20 correction(s) detected
Running correction rate · 20 correction(s)

Who wrote this

Jon Michael Raasch
44 article(s) here · 1 carrying a prediction
🔮 After the trick-or-treating line concludes, he will hold two more tele-rallies.
🔮 Telle was seen as a known entity who would keep his head down and not rattle the cage upon his interim appointment.
🔮 'The Department of Agriculture will be launching a new harvest fuel relief program, providing our farmers with $8 billion in support to offset diesel costs during this harvest season,' the president shared.
🔮 - Sign up HERE to our DC Insider newsletter - your guide to what's rocking Washington, rattling the White House and setting tongues wagging on the Hill Donald Trump promised that he would never let America turn into a scene of riots amid mass demonstrations in France during his Monday night rally in Kansas.
🔮 California Governor Gavin Newsom's press office posted this meme of Katie Zacharia after the White House announced she would be 'transitioning out' of the press secretary job after just a week working for the administration Far-right commentator Laura Loomer posted an image of herself in a blonde wig with the caption 'I'm ready,' a nod at how Trump's past spokeswomen have been blondes Kamala Harris-linked X account Headquarters posted this meme showing Katie Zacharia is 'open to work' using a LinkedIn-branded headshot '
🔮 She later cleared up that she never passed the bar exam since it wasn't necessary for her job in China, where the US qualification would not have carried water.
🔮 'I could maybe get one of those beautiful robots that they make nowadays and make them look just like me, and you wouldn't know the difference,' Trump said, floating a robotic replacement for himself so he could take time off from the campaign trail. '
🔮 Last week, Hegseth said that the execution will be made 'public,' and the Department of War later announced it would be live streamed.
🔮 The MS NOW justice and intelligence correspondent noted past reports indicating that Patel was set to travel to Russia this month.
🔮 A routine set in where once the panel resumed, another anti-war outburst would shortly follow.
Also by Jon Michael Raasch
Nothing else under this byline is closely related to this article, so these are simply their most recent.
All 44 articles by Jon Michael Raasch →

Topics

CNN Fox Business MAGA Trump WHITE HOUSE

Subjects

Trump PERSON · 13× Jennings PERSON · 8× WHITE HOUSE ORG · 7× CNN ORG · 6× Scott Jennings PERSON · 4× Leavitt PERSON · 3× Alina Habba PERSON · 2× Caroline Sunshine PERSON · 2× Donald Trump PERSON · 2× Karoline Leavitt PERSON · 2×

Narrative

Caroline Sunshine, 31, a former 2024 Trump campaign aide, regularly appears on Fox News and CNN to weigh in on White House actions White House Chief of Staff Susie Wiles and Karoline Leavitt have been advising the president on who to select as the next press secretary The Daily Mail was the first to report that Jennings dined with White House Chief of Staff Susie Wiles shortly after Leavitt announced her departure – emerging as the early frontrunner.
framing: assertive · carried by 1 article(s) · first seen 2026-09-19
🔮 Leavitt announced on August 12 that she would depart the White House to spend more time with her two young children, Nico, 2, and four-month-old Viviana.

Claims (64 extracted, 7 hedged)

President Donald Trump is in 'no rush' to replace outgoing White House press secretary Karoline Leavitt, but that has not stopped ambitious MAGA mouthpieces grappling for the role. asserted
mouthpieces → replace → role
Leavitt announced on August 12 that she would depart the White House to spend more time with her two young children, Nico, 2, and four-month-old Viviana. asserted
she → announce → children
CNN pundit Scott Jennings, acting US Attorney for the District of New Jersey Alina Habba and former Fox Business host Maria Bartiromo are among the names floating around the West Wing. asserted
Jennings → act → Wing
Others in Trump's orbit are also being watched as possible contenders, including White House Principal Deputy Press Secretary Anna Kelly, senior Trump campaign adviser Danielle Alvarez, and former first-term staffers Roma Daravi and Caroline Sunshine. asserted
Others → watch → Kelly
Leavitt, meanwhile, remains close by. asserted
Leavitt → remain → ?
She began work at Trump's political operation, MAGA Inc., and is currently acting as a 'sounding board' for the president on who he should pick to replace her. asserted
he → begin → her
The job opening has prompted many aspiring press secretaries to wrestle for the role, and the West Wing has taken notice of some possible candidates attempting to boost their own odds. asserted
candidates → prompt → odds
'A lot of people are pitching themselves,' the Trump adviser said, noting CNN pundit Scott Jennings and Trump's former personal attorney and acting US Attorney for the District of New Jersey Alina Habba have been openly angling for the job. asserted
Jennings → pitch → job
Caroline Sunshine, 31, a former 2024 Trump campaign aide, regularly appears on Fox News and CNN to weigh in on White House actions White House Chief of Staff Susie Wiles and Karoline Leavitt have been advising the president on who to select as the next press secretary The Daily Mail was the first to report that Jennings dined with White House Chief of Staff Susie Wiles shortly after Leavitt announced her departure – emerging as the early frontrunner. asserted
Leavitt → appear → frontrunner
Sources told the Mail that Wiles was courting Jennings for the job, and it was his if he wanted it, but that was before White House personnel saw many of the CNN pundit's old comments about Trump. asserted
personnel → tell → Trump
Almost immediately after reports indicated that Jennings could be the next press secretary, his past comments condemning Trump's actions on January 6 began circulating in the White House. uncertain
comments → indicate → House
'President Donald Trump caused this insurrection with his lies and conspiracy theories about the election process being rigged against him,' Jennings wrote for CNN in an op-ed published on the day of the Capitol riot in 2021. asserted
Jennings → cause → 2021
Reposting a picture of the article's headline, former Congressman Matt Gaetz wrote: 'Scott Jennings for press secretary is a bad idea.' asserted
Jennings → reposte → secretary
Trump insiders took notice of Gaetz's post. asserted
insiders → take → post
'There's no bad blood between the two, just wouldn't be workable given his last comments,' the Trump world insider said of Jennings's chances of becoming press secretary. asserted
insider → be → secretary
Jennings has since apologized for his past comments about Trump, noting in a 2024 LA Times op-ed: 'I was wrong.' asserted
I → apologize → ed
Scott Jennings poses with Trump aboard Air Force One as the president holds up a picture of the pundit's book about the commander-in-chief But the pundit's close ties to Senator Mitch McConnell, who is openly anti-Trump did not help his case. asserted
who → pose → case
Jennings recently defended McConnell's multi-month absence from Congress as he dealt with health issues resulting from a fall and pneumonia. asserted
he → defend → fall
His defense of the senator has further hurt his chances of securing the role, an insider said. asserted
insider → hurt → role
'Trump was turned off by the McConnell stuff and his past comments on January 6,' a source familiar with the president's thinking told the Daily Mail. asserted
source → turn → Mail
'And the president also did say, "Look, he's doing great for us on CNN. asserted
he → say → CNN
Jennings declined to comment. asserted
Jennings → decline → ?
Meanwhile Habba, the acting US Attorney for the District of New Jersey, has also put herself forward for the role, multiple sources said. asserted
sources → act → role
Acting US Attorney for New Jersey Alina Habba, Trump's personal lawyer, has also been floated within the West Wing as a potential replacement for Leavitt While she said in mid-August that she is 'not in the running for any job,' Habba also said that if she was asked to serve, she would. asserted
she → act → job
'Of course I would do it,' she told conservative pundit Benny Johnson. asserted
she → do → Johnson
'Habba has a lot of connections within the White House, but the president is uninterested in giving her another job,' a source shared. asserted
source → have → job
'He kind of feels like she has flamed out at the opportunities he's given her in the past. asserted
he → feel → past
So I would say there's like a zero percent chance of that happening.' asserted
that → say → ?
A spokesperson for Habba did not respond to the Daily Mail's request for comment. asserted
spokesperson → respond → comment
Former Fox Business host Maria Bartiromo has also been floated within the West Wing as a potential candidate, according to multiple sources, after her shock departure from the network. uncertain
Bartiromo → float → network
The longtime host left the network after over 12 years of work in early September, days after Leavitt's departure. asserted
host → leave → departure
Bartiromo and Trump have a friendly rapport. asserted
Bartiromo → have → rapport
She has interviewed the president numerous times, and he has routinely praised her reporting on social media She allegedly leaked internal Fox material with the White House after network executives were skeptical of election-related claims the president made in a White House address in July, the New York Times reported. uncertain
Times → interview → July
The Daily Mail contacted her lawyer for comment. asserted
Mail → contact → comment
While conversations about Bartiromo joining the White House staff have rippled through the West Wing, it is unclear if she has had any meetings for the role, the sources said. uncertain
sources → join → role
Those familiar with the ongoing discussions about replacing Leavitt have also noticed several individuals 'auditioning' for the role. asserted
individuals → replace → role
Roma Daravi, the vice president of public relations for the Kennedy Center and an alumna of Trump's first term, has been posting clips defending the president since the outgoing press secretary announced her departure. asserted
secretary → post → departure
Her efforts have caught the attention of some in the president's orbit, as has Caroline Sunshine, a Disney Channel child actress who starred alongside Zendaya before entering politics. asserted
who → catch → politics
She began her political career interning for Kevin McCarthy and then in the first Trump White House in 2018, before swiftly landing a job as an assistant in the press office. asserted
She → begin → office
The blonde 31-year-old has more recently become a recognizable pundit on CNN, vociferously defending the president during roundtable discussions and posting on X about his policy victories and comedic instinct. asserted
old → become → victories
…and 24 more, not listed.
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