Previously unreleased emails made public by the Department of Justice reveal sustained, strategic, and often personal communications between journalist Michael Wolff and disgraced financier Jeffrey Epstein, including repeated discussions about President Donald Trump, political messaging, media strategy, and efforts to shape public narratives surrounding Trump’s candidacy and presidency.
The emails were released on Friday as part of a 3.5 million-page DOJ document dump under the Epstein Files Transparency Act, signed by President Trump.
Early Coordination During 2015–2016 Campaign
Among the records is a February 2016 exchange in which Wolff warned Epstein:
“NYT called me about you and Trump.
“Also, Hillary campaign digging deeply.
“Again, you should consider preempting.”
Epstein replied:
“Lots of reporters.”
Wolff responded:
“Yeah, you’re the Trump bullet.”
In October 2016, Wolff proposed a more direct political intervention:
“There’s an opportunity to come forward this week and talk about Trump in such a way that could garner you great sympathy and help finish him. Interested?”
Wolff also workshopped messaging with Epstein. In December 2015, he asked:
“If we were able to craft an answer for him, what do you think it should be?”
That question followed a heads-up from Wolff the previous night:
“I hear CNN planning to ask Trump tonight about his relationship with you–either on air or in scrum afterwards.”
The next day, Wolff followed with explicit strategic advice:
“I think you should let him hang himself.
“If he says he hasn’t been on the plane or to the house, then that gives you a valuable PR and political currency.
“You can hang him in a way that potentially generates a positive benefit for you, or, if it really looks like he could win, you could save him, generating a debt.
“Of course, it is possible that, when asked, he’ll say Jeffrey is a great guy and has gotten a raw deal and is a victim of political correctness, which is to be outlawed in a Trump regime.”
In May 2016, ahead of a planned interview, Wolff again solicited Epstein’s guidance:
“Anything you think I should ask?”
Epstein replied with a list of topics he viewed as damaging to Trump, including “revenue of golf courses as income,” “total debt of all cost,” and “how much did his father leave.”
Media Strategy and “Counter Narrative”
In a March 2016 email titled “Patterson,” Wolff advised Epstein that he needed an “immediate counter-narrative” to an upcoming James Patterson book, suggesting Trump presented “an ideal opportunity.”
“Becoming an anti-Trump voice gives you a certain political cover which you decidedly don’t have now,” Wolff wrote.
He proposed a coordinated media strategy including a television interview, an op-ed, social media outreach, and the use of sympathetic media allies.
An April 2016 email shows Wolff responding to a forwarded inquiry from Reuters regarding a lawsuit alleging rape by Epstein and Trump in 1994. Wolff replied:
“Well, I guess if there’s anybody who can wave thus away, it’s Donald,” adding:
“Let me know if there’s anything I can do.”
Continued Engagement After Trump Took Office
In January 2018, Wolff wrote:
“Trump is going to go down—why doesn’t he use this opportunity to strike out on his own?”
He speculated about the possibility of suggesting to the public that damaging tapes exist and added:
“I wonder, btw, if he isn’t interested in talking to you about in fact bringing down Trump. Can’t wait to hear?”
A January 15, 2019, email from Epstein to Wolff outlined alleged financial strategies involving Trump’s brand, claiming Trump licenses his name, receives royalties, and benefits from “trophy properties” for media exposure.
The message referenced Hyatt Hotels, the GANZ art collection, offshore entities in Cyprus and the British Virgin Islands, and alleged that Trump’s public disclosures were “meaningless” because they reflected gross figures rather than liabilities.
Other emails included offhand political commentary.
In July 2017, Epstein wrote: “Donald now down on tillerson.”
The comment prompted discussion of Sam Waksal, whom Wolff said he had met for dinner and who “had some good Trump stories.”
In October 2016, Wolff relayed a remark he attributed to Roger Ailes, claiming Ailes described Trump as:
“the boy in pre-school who you just knew was going to throw a truck at another kid’s head.”
As late as 2019, Wolff continued sending Epstein drafts for feedback.
“This is what I’m now going with—what do you think?” he wrote in March, attaching a speculative passage about Trump.
In a February 2017 exchange, Wolff told Epstein he was writing a Trump book “for a pile of money” and asked for introductions to Tom Barrack and Kathy Ruemmler.
Epstein replied that “kathy agreed.”
The correspondence also reflects personal familiarity, including coordinating meetings, travel, and social plans.
In February 2016, Epstein invited Wolff to meet following a scheduled meeting with former Israeli Prime Minister Ehud Barak, writing:
“ehud barak at 1, would you like to join at 2?”
Broader Anti-Trump Campaign
A 2018 email from Wolff to Ken Starr, copied to Epstein, sought feedback for a sequel focused “on the legal case against Trump and Trump’s response to it.”
“With thanks to Jeffrey, I’m delighted to come into your orbit,” Starr replied.
Wolff has openly framed his Trump reporting as an effort to discredit and remove the president.
Promoting “Fire and Fury” in early 2018, Wolff said the book would “end this presidency,” claimed Trump was “intellectually incapable,” and asserted that “100%” of Trump’s closest advisers believed there was “something fundamentally wrong” with him.
Wolff also said the 25th Amendment was actively discussed inside the White House and acknowledged recording dozens of hours of conversations with advisers, many of whom believed they were off the record.
President Trump has forcefully rejected Wolff’s claims, issuing cease-and-desist letters ahead of Fire and Fury and stating:
“I authorized Zero access to White House (actually turned him down many times) for author of phony book!”
He called the book “Full of lies, misrepresentations, and sources that don’t exist.”
The newly released DOJ emails add documentary context to Wolff’s long-stated goal of undermining Trump and raise fresh questions about his close coordination with Epstein during key political moments.
READ MORE – Disturbing Allegations Against Bill Gates Emerge in New Epstein Files
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