Trump Spends Weekend With Karoline Leavitt’s Potential Replacement

Leavitt, 28, said balancing the demands of the job with raising two young children had become increasingly difficult after she returned to work following the birth of her second child, Viviana, on May 1.

Efforts to identify a replacement for Leavitt are expected to intensify as Republicans prepare for November’s midterm elections, which will determine control of both chambers of Congress.

Habba, 42, served as a member of Trump’s legal team during his New York civil fraud case brought by New York Attorney General Letitia James.

The lawsuit accused Trump and his company of misrepresenting the value of financial assets.

In 2024, Judge Arthur Engoron ruled against Trump and ordered him to pay a judgment of more than $460 million.

In August 2025, a New York appellate court later overturned the ruling, marking a significant legal victory for Trump.

Habba, a New Jersey native, launched her law firm, Habba, Madaio and Associates LLP, in 2020, establishing offices in both Bedminster, New Jersey, and New York.