Jimmy Fallon tore into the president’s increasingly dubious relationship with his personal assistant Natalie Harp, interviewing a Harp doppelganger on Thursday night’s The Tonight Show.
The sketch was inspired by the stories swirling about Harp, Trump’s 35-year-old executive assistant who rakes in $150,000 a year and has been a near-constant presence at his side.
Harp’s insistence on staying close to Trump, 80, was illustrated in a 2023 incident that has just come to light. According to CNN, Trump’s motorcade was once too full to include Harp, leading the personal aide to jump into the trunk of an SUV so that she wouldn’t be left behind.
Like others, Fallon, 51, was baffled by the report, dedicating a significant chunk of his monologue to roasting both Trump and Harp.
Fallon interviewed a fake version of “Harp,” someone wearing blond locks who had scrunched herself into the back of a truck.
“Wait. I’m sorry, are you—in Trump’s trunk right now?” Fallon asked incredulously.
“Oh, don’t be ridiculous. That would be humiliating,” replied “Harp.”
The skit continued with Harp 2.0 pretending not to be in the back of an SUV or obsessed with the president.
Fallon asked, “You have to admit, it’s a little weird that you’re so obsessed with the president that you can’t be away from his side for even one second, right?”
“That’s so unfair,” she responded. “What are you going to accuse me of next? Hiding under his bed while he sleeps and gently whispering love poetry so quietly that he thinks it’s just the wind? But I know what I’m saying. I know exactly what I’m saying, and I mean every word. Every single word.” The bit ended with fake Harp pulling out printed versions of her love letters to the president.
Harp’s relationship with the president dates back to 2020, when Trump invited her to speak at the Republican National Convention. In 2025, she formally assumed the role of executive assistant and personal aide.
She has rarely left Trump’s side and has become known to feed his delusions and act as his “Human Printer”.
The Daily Beast recently published the full text of Harp’s intimate letters to Trump. In them, she tells the president, “You are all that matters to me. I don’t want to ever let you down.” The letters, written when Harp was 31 and Trump was 76, revealed the infinite depth of Harp’s devotion.
The nature of their relationship has sparked serious doubt and concern among Trump’s staff—including the Secret Service, the White House counsel’s office, and security officials—as well as in the wider political landscape. Former Obama administration adviser David Axelrod sounded the alarm on the pair’s closeness and Harp’s lack of security clearance: she declined vetting for more than a year.
“If this story is true, and the person closest to the @POTUS and his thinking on a daily basis has no security clearance and refuses to submit to the process of getting it, it’s a deadly serious issue.”
