Epstein’s Trump Tower Email Raises New Questions Over Relationship

Child sex trafficker Jeffrey Epstein said he was at Trump Tower five days after Donald Trump’s 2016 election victory.

If he were telling the truth in a newly released email, it would appear to further undermine the president’s claim that the pair had not associated since the mid-2000s.

One day after bombshell emails revealed Trump may have known more about the sex offender’s conduct than he has acknowledged, correspondence between Epstein and a female associate has raised fresh questions about the president’s relationship with the disgraced financier.

The emails, sent in 2016, show Epstein and former Microsoft executive Linda Stone discussing Trump’s chances of victory against Democratic candidate Hillary Clinton.

From left, American real estate developer Donald Trump and his girlfriend (and future wife), former model Melania Knauss, financier (and future convicted sex offender) Jeffrey Epstein, and British socialite Ghislaine Maxwell pose together at the Mar-a-Lago club, Palm Beach, Florida, February 12, 2000. (Photo by Davidoff Studios/Getty Images) — Trump was a friend of Epstein’s from the 1980s into the 2000s. He has repeatedly said he did not know anything about Epstein’s crimes. Davidoff Studios/Getty Images

In two separate emails sent on September 25, Stone asks Epstein, “will you have a cabinet position”—presumably in a Trump administration—followed up with, “do you think he can win?”

Epstein replies a day later, saying: “too far to tell, we will know much more come Oct 15.”

Then, on Sunday, November 13, five days after Trump’s surprise election win, Stone writes to Epstein again, asking him, “You still in Paris?”

Epstein replies: “trump tower.”

Donald Trump arrives by escalator inside at Trump Tower to announce
his campaign for the 2016 Republican presidential nomination — On June 16, 2015, this was Donald Trump’s descent to run for president. But what if something had gone wrong with that golden escalator? Brendan McDermid/Reuters

Located on Fifth Avenue in Manhattan, Trump Tower was Trump’s personal home until 2019, before he officially changed his address to Mar-a-Lago in Florida.

The then Republican candidate used it as his base during his first presidential campaign and also spent time there immediately after his 2016 election victory before transitioning to the White House.

Security was dramatically increased in the wake of the election, and some visitors were able to use separate entrances to avoid the parade of reporters and fans through the public atrium and lobby.

The latest emails, which also suggest that Trump and Epstein may have spent Thanksgiving together in 2017, cast further doubt on the timeline the president has long given to distance himself from the child sex offender.

Trump was serving his first term as president when Epstein was arrested in 2019 and charged with sex trafficking and conspiracy. Asked about their relationship at the time, he told reporters that Epstein was “a fixture of Palm Beach” in Florida, and “I knew him like everybody in Palm Beach knew him.”

But in terms of when they last spoke, Trump added: “I had a falling out with him a long time ago, I don’t think I’ve spoken to him for 15 years. I wasn’t a fan.”

The Daily Beast has reached out to the White House about the latest revelations.

WASHINGTON, DC - NOVEMBER 12: White House Press Secretary Karoline Leavitt speaks during the daily press briefing in the Brady Press Briefing Room at the White House on November 12, 2025 in Washington, DC. Leavitt discussed the federal government shutdown and new emails released by Congress regarding Jeffrey Epstein, among other topics. (Photo by Win McNamee/Getty Images) — White House Press Secretary Karoline Leavitt told reporters the Epstein scandal was a Democratic hoax. Win McNamee/Getty Images

However, on Thursday, after Democrats released the first tranche of emails suggesting Trump “knew about the girls” in Epstein’s orbit and “spent hours” at Epstein’s house with one of his victims, White House press secretary Karoline Leavitt dismissed the documents as a Democratic hoax.

“These emails prove absolutely nothing other than the fact that President Trump did nothing wrong,” she told reporters.

“What President Trump has always said is that he was from Palm Beach, and so was Jeffrey Epstein. Jeffrey Epstein was a member at Mar-a-Lago until President Trump kicked him out because Jeffrey Epstein was a pedophile and he was a creep.”

Behind the scenes, however, the White House has been in damage control.

UNITED STATES - MARCH 4: Rep. Lauren Boebert, R-Colo., talks with reporters outside the Capitol Hill Club after a meeting of the House Republican Conference on Tuesday, March 4, 2025. (Tom Williams/CQ-Roll Call, Inc via Getty Images) — Rep. Lauren Boebert met with Trump administration officials in the Situation Room as pressure mounted over the Epstein files. Tom Williams/CQ-Roll Call, Inc via Getty Imag

On Wednesday, administration officials, including Attorney General Pam Bondi and FBI Director Kash Patel, even met in the Situation Room with Congresswoman Lauren Boebert, who is one of several Republicans wanting the Justice Department to release its trove of Epstein files.

The aim, according to well-placed sources, was part of a pressure campaign to convince Boebert not to support a discharge petition that could pave the way for the full suite of files to be released next week.

However, this effort ultimately failed, with Boebert joining fellow Republicans Thomas Massie, Nancy Mace, and Marjorie Taylor Greene in supporting the petition.

The explosive emails released this week were part of a cache of more than 23,000 documents produced by Epstein’s estate and handed over to the House Committee on Oversight and Government Reform.

The president did not receive or send any of the messages, nor has he been accused of any criminal wrongdoing in connection with Epstein or his accomplice Ghislaine Maxwell.

But the messages are certain to exacerbate tensions about the administration’s handling of the Epstein files and the decision by Trump’s Department of Justice to renege on a pledge to fully release them.

They show that Epstein mentioned Trump by name multiple times in private correspondence over the last 15 years.

Donald Trump and Ghislaine Maxwell pictured together. Patrick McMullan/Getty Images

In one email to Epstein accomplice Ghislaine Maxwell, which was dated April 2, 2011, Epstein tells her: “i want you to realize that that dog that hasn’t barked is trump.. (REDACTED) spent hours at my house with him , he has never once been mentioned. police chief. etc. im 75 % there.”

In another email, written to author Michael Wolff on January 31, 2019, Epstein seems to address Trump’s claim that he asked the sex offender to resign his membership at the president’s Mar-a-Lago Club.

But in an explosive allegation, he also wrote: “of course he knew about the girls as he asked Ghislaine to stop.”

Trump responded to the revelations in an angry tirade on social media.

“The Democrats are trying to bring up the Jeffrey Epstein Hoax again because they’ll do anything at all to deflect on how badly they’ve done on the Shutdown, and so many other subjects,” he wrote on Wednesday.

“Only a very bad, or stupid, Republican would fall into that trap.”

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