Karoline Leavitt departs as White House press secretary; speculation swirls over successor as Cheung calls her 'one of one'

Karoline Leavitt is set to depart as White House press secretary, prompting speculation about her successor. White House communications director Steven Cheung praised her as 'one of one,' while names like Scott Jennings and Anna Kelly emerge as potential replacements ahead of the midterm elections.

WBAL-TV WBAL-TV14 August 2026 · 02:58 UTC
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Karoline Leavitt will leave her role as White House press secretary at the end of the month, a decision that has sparked intense speculation about her successor.1

White House communications director Steven Cheung lauded Leavitt, stating, “She is one of one. Nobody will ever be able to do what she did.” As the midterm elections approach, the urgency to fill her position has increased, with some suggesting the role may remain vacant until after the elections.2

Potential candidates include Scott Jennings, a former Bush White House aide, and Anna Kelly, Leavitt’s deputy, who is already authorized to speak on behalf of the administration.3678910111213

Other names in the mix are Alina Habba, a former Trump lawyer, and Tricia McLaughlin, known for her defense of Trump’s policies.

Prediction markets have also begun to weigh in, ranking Habba, Kelly, and others as top contenders.

The White House remains tight-lipped about the timeline for naming a successor, with some insiders suggesting that the president may wait until after the midterms to make a decision.

“It’s another deployable asset for the midterms,” said a GOP operative, emphasizing the importance of the role in the upcoming elections.

As speculation continues, the political landscape remains dynamic, with Leavitt’s departure marking a significant shift in the White House press operation.

Key Insight
“Potential successors include Scott Jennings, who praised Leavitt as 'the greatest press secretary in the last 30 years,' and Alina Habba, a former Trump lawyer. Prediction market Kalshi ranks Habba, Kelly, Miller, and Daravi as top contenders, while some suggest the role may stay unfilled until after the midterms.”
'Tough act to follow': Who will replace Karoline Leavitt?
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'Tough act to follow': Who will replace Karoline Leavitt?
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“It’s become Washington’s hottest new parlor game: Who will be successor? Names started circulating at dinner tables and over text chains after President Donald Trump announced on Wednesday his press secretary’s plans to depart at the end of the month to spend more time with her young family, upending his press operation with less than three months until the midterm elections.”
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