Epstein Exchanged Emails With Former Lawyer For Barack Obama

Newly released documents are once again dragging the Clinton orbit back into the Jeffrey Epstein quagmire — this time with emails showing the disgraced financier cut ties with former President Bill Clinton because he believed Clinton was fundamentally dishonest.

The House Oversight Committee on Wednesday released more than 20,000 pages of material from Epstein’s estate, including a trove of emails that reveal tense exchanges, political gossip, and eyebrow-raising familiarity between Epstein and high-ranking Democratic insiders. The New York Post first reported the revelations.

One of the most striking disclosures comes from a Jan. 23, 2016 message in which Epstein said he severed contact with Clinton after discovering contradictory claims from the former president. Epstein wrote that Clinton had pledged “with whole-hearted conviction” that he had taken a particular action — only to discover that weeks earlier he had “swore the exact opposite.”

Clinton’s team dismissed the revelations, insisting the former president was never aware of Epstein’s crimes.

“Who knows what they’re talking about,” a spokesperson said. “What we do know and have always said is that President Clinton knew nothing about Epstein’s heinous crimes and hadn’t spoken to him in twenty years. Now here it is in black and white.”

The emails also expose an unusually friendly relationship between Epstein and Kathryn Ruemmler — a former Obama White House counsel who later became a top figure at Goldman Sachs. Their political banter and frequent exchanges in the lead-up to the 2016 election raise fresh questions about Epstein’s reach inside Democratic power structures.

In one message, Ruemmler offered a blistering assessment of an unnamed individual in Epstein’s orbit: “I will just say I told you so. Not to sound overly dramatic, but he is very close to being a psychopath,” she wrote. “[H]e has no conscience. It’s scary.”

She later pushed Epstein to disclose what had unsettled him in the conversation: “He obviously said something to you yesterday that was disturbing, and you don’t want to tell me. Just tell me — I can take it. I promise.”
That unnamed individual, The Wall Street Journal reported, was listed in January 2019 as a backup executor to Epstein’s estate.

Despite Epstein’s 2016 claim of cutting ties with Clinton, other emails show the relationship was not entirely severed. On April 5, 2018, physicist Lawrence Krauss suggested a “men of the world conference” to Epstein, proposing a guest list that included Clinton, Kevin Spacey, former Sen. Al Franken (D-Minn.), and filmmaker Woody Allen — all figures connected to various controversies of their own.

Ruemmler, who met Epstein while a partner at Latham & Watkins, now serves as Goldman Sachs’ chief legal officer. The company maintains her interactions with Epstein were strictly professional.

“They shared a common client that originated as an Epstein referral,” a spokesperson said.

The Clinton–Epstein connection stretches back decades. Epstein donated to Bill Clinton’s presidential campaign in the early 1990s and later gave $20,000 to Hillary Clinton’s first Senate run in 1999. Visitor logs confirm Epstein visited the Clinton White House more than a dozen times.

After Clinton left office, the two kept in touch. Epstein donated to the Clinton Foundation, and travel logs show Clinton took more than two dozen flights on Epstein’s infamous private jet — widely known as the “Lolita Express.” Epstein frequently traveled with young women during these trips, even while cultivating relationships with high-profile political and entertainment figures.

Clinton was photographed receiving a shoulder massage from 22-year-old Chauntae Davies during a 2002 refueling stop on a humanitarian trip to Africa aboard the “Lolita Express.” Records also show Clinton visited Epstein’s New York townhouse, though his team maintains he never set foot on Epstein’s island, Little St. James.

Adding to the disturbing imagery surrounding the relationship, Epstein displayed a painting in his Manhattan residence depicting Clinton wearing a blue dress — a symbolic jab at the infamous Monica Lewinsky scandal that defined Clinton’s presidency.