Rosie O'Donnell jokes about President Trump's relationship with White House aide Natalie Harp on Jimmy Kimmel Live

Rosie O'Donnell, appearing as a guest host on Jimmy Kimmel Live!, referenced President Donald Trump’s relationship with White House executive assistant Natalie Harp during her monologue. She said, "A special hello to those of you watching from home — and from the White House. You got to realize it’s time to hang up your wig and let Natalie tuck you in," and later added a brief farewell to the president.

The comment was met with applause from the studio audience. The relationship between Trump and the 35-year-old Harp, who joined the White House staff in 2022, has been the focus of recent media reports describing frequent interactions and speculation about the nature of their connection.

Senator Jon Ossoff previously remarked that Trump appears to travel with Harp on a private aircraft. In response to a press inquiry, Trump described the question as inappropriate.

A CNN report detailed an incident in 2023 in which Harp was involved in a dispute over seating in the president’s motorcade and subsequently entered a vehicle’s trunk. The report characterized Harp as frequently accompanying the president and providing him with printed news items and social-media content, a practice that has earned her a nickname among some staff.

Harp’s brother, speaking on CNN, described his sister’s interest in the president as excessive. Trump’s son, Eric Trump, defended Harp, calling her a cancer survivor and a dedicated employee, and criticized the network’s coverage.

"Natalie is an incredible young woman — a cancer survivor, a genuinely good person, and arguably one of the hardest-working people in the White House. She’s deeply committed to my father, to her job, and to this country," Eric Trump said.

The episode adds to the ongoing public discussion about the role and influence of White House staff members.