The nation’s spy chief, a longtime college president and top women in finance. The circle of people who associated with Jeffrey Epstein years after he was a convicted sex offender is wider than previously reported, according to a trove of documents that include his schedules.

William Burns, director of the Central Intelligence Agency since 2021, had three meetings scheduled with Epstein in 2014, when he was deputy secretary of state, the documents show. They first met in Washington and then Mr. Burns visited Epstein’s townhouse in Manhattan.

Kathryn Ruemmler, a White House counsel under President Barack Obama, had dozens of meetings with Epstein in the years after her White House service and before she became a top lawyer at Goldman Sachs Group Inc. in 2020. He also planned for her to join a 2015 trip to Paris and a 2017 visit to Epstein’s private island in the Caribbean.  Leon Botstein, the president of Bard College, invited Epstein, who brought a group of young female guests, to the campus. Noam Chomsky, a professor, author and political activist, was scheduled to fly with Epstein to have dinner at Epstein’s Manhattan townhouse in 2015.

None of their names appear in Epstein’s now-public “black book” of contacts or in the public flight logs of passengers who traveled on his private jet. The documents show that Epstein arranged multiple meetings with each of them after he had served jail time in 2008 for a sex crime involving a teenage girl and was registered as a sex offender. The documents, which include thousands of pages of emails and schedules from 2013 to 2017, haven’t been previously reported.

The documents don’t reveal the purpose of most of the meetings. The Wall Street Journal couldn’t verify whether every scheduled meeting took place.

Most of those people told the Journal they visited Epstein for reasons related to his wealth and connections. Several said they thought he had served his time and had rehabilitated himself. Mr. Botstein said he was trying to get Epstein to donate to his school. Mr. Chomsky said he and Epstein discussed political and academic topics.

Mr. Burns met with Epstein about a decade ago as he was preparing to leave government service, said CIA spokeswoman Tammy Kupperman Thorp. “The director did not know anything about him, other than that he was introduced as an expert in the financial services sector and offered general advice on transition to the private sector,” she said. “They had no relationship.”

Ms. Ruemmler had a professional relationship with Epstein in connection with her role at law firm Latham & Watkins LLP and didn’t travel with him, a Goldman Sachs spokesman said. Epstein introduced her to potential legal clients, such as Microsoft Corp. co-founder Bill Gates, the spokesman said. “I regret ever knowing Jeffrey Epstein,” Ms. Ruemmler said.

A spokeswoman for Latham & Watkins said Epstein wasn’t a client of the firm.

In 2006, Epstein was publicly accused of sexually abusing girls in Florida who were as young as 14 years old. The Federal Bureau of Investigation and police investigated, and Epstein reached a deal with prosecutors in 2008. He avoided federal charges and pleaded guilty to soliciting and procuring a minor for prostitution. He registered as a sex offender and served about 13 months in a work-release program.

Epstein’s case generated waves of media coverage at the time, with publications in the U.S. and abroad reporting on accusations from underage girls and young women. In 2006, several politicians returned donations from Epstein. Some associates moved to distance themselves from him. His biggest known client, retail billionaire Leslie Wexner, later said he cut ties in 2007. His bank, JPMorgan Chase & Co., later said it closed his accounts in 2013, though some bankers continued to meet with him for years after.

In 2015, Virginia Giuffre publicly accused Epstein of sexually abusing and trafficking her when she was a teen and forcing her to have sex with influential people, including Prince Andrew. Prince Andrew has denied the allegations and last year settled a sex-abuse lawsuit by Ms. Giuffre.

Despite the negative press, Epstein’s days were filled from morning to night with meetings with prominent people, the documents show. There were dinners at New York restaurants, meetings at luxury hotels and gatherings in the offices of prominent law firms. Many appointments were held at Epstein’s townhouse in Manhattan.

Prosecutors alleged in 2019 that the townhouse is where Epstein sexually abused female victims for years, many underage, and that he paid some of them to recruit their friends to engage in sexual activity.

After the Miami Herald reported that dozens of women said they were abused, prosecutors charged Epstein in 2019 with a sex trafficking conspiracy. He died that year in a New York jail while awaiting trial in what the city’s medical examiner said was a suicide.

Mr. Burns, 67 years old, a career diplomat and former ambassador to Russia, had meetings with Epstein in 2014 when Mr. Burns was deputy secretary of state.  A lunch was planned that August at the office of law firm Steptoe & Johnson in Washington. Epstein scheduled two evening appointments that September with Mr. Burns at his townhouse, the documents show. After one of the scheduled meetings, Epstein planned for his driver to take Mr. Burns to the airport.

Mr. Burns recalls being introduced in Washington by a mutual friend, and meeting Epstein once briefly in New York, said Ms. Thorp. “The director does not recall any further contact, including receiving a ride to the airport,” she said.

The following month, October 2014, Mr. Burns stepped down from his role at the State Department to serve as president of the Carnegie Endowment for International Peace, a think tank. He ran the Carnegie Endowment until he was nominated in early 2021 by President Biden to serve as CIA director.

The documents show that Epstein appeared to know some of his guests well. He asked for avocado sushi rolls to be on hand when meeting with Ms. Ruemmler, according to the documents. He visited apartments she was considering buying. In October 2014, Epstein knew her travel plans and told an assistant to look into her flight. “See if there is a first class seat,” he wrote, “if so upgrade her.”

In 2014, Epstein called Ms. Ruemmler within weeks of her leaving the Obama White House. Epstein planned a lunch in August 2014 at his townhouse, followed by a series of meetings to introduce her to a wider circle of his acquaintances.

Ms. Ruemmler first met Epstein after he called her to ask if she would be interested in representing Mr. Gates and the Bill & Melinda Gates Foundation, the Goldman Sachs spokesman said.

A spokeswoman for Mr. Gates said Epstein never worked for Mr. Gates, misrepresented their relationship, and that Mr. Gates regrets ever meeting with him.

Epstein and his staff discussed whether Ms. Ruemmler, now 52, would be uncomfortable with the presence of young women who worked as assistants and staffers at the townhouse, the documents show. Women emailed Epstein on two occasions to ask if they should avoid the home while Ms. Ruemmler was there. Epstein told one of the women he didn’t want her around, and another that it wasn’t a problem, the documents show.

Ms. Ruemmler didn’t see anything that would lead her to be concerned at the townhouse and didn’t express any concern, the Goldman spokesman said.

Several people who visited Epstein during this time period said they noticed young women at his townhouse. One of the visitors, Helen Fisher, an anthropologist who studies romantic love and attachment, had lunch with Epstein in January 2016 to discuss her work.

Dr. Fisher said that after the lunch, Epstein invited her to speak with his staff. “And then, in filed, I would say, six young women,” she said. “All of them good looking. All of them young.”  Dr. Fisher said Epstein never funded her work, they weren’t friends and they didn’t stay in touch. “I didn’t have anything to do with Jeffrey Epstein,” she said. “But I remembered it because of his spectacular house and because of the six young women.”

Over the next few years, Ms. Ruemmler, then a partner specializing in white-collar defense at Latham & Watkins, had more than three dozen appointments with Epstein, including for lunches and dinners.

“In the normal course, Epstein also invited her to meetings and social gatherings, introduced her to other business contacts and made referrals,” the Goldman spokesman said. “It was the same kinds of contacts and engagements she had with other contacts and clients.”

In 2015, she was scheduled to fly with Epstein to Paris and in 2017 he planned to stop in St. Lucia to take her to his island home in the U.S. Virgin Islands for the day, according to the documents.

Ms. Ruemmler never visited his island and “never accepted an invitation or an opportunity to fly with Jeffrey Epstein anywhere,” the Goldman spokesman said. In addition to her current role as general counsel at Goldman Sachs, Ms. Ruemmler is co-chair of its reputational risk committee, which monitors business and client decisions for potential damage to the bank’s image.

Epstein also connected Ms. Ruemmler with Ariane de Rothschild, who is now chief executive of the Swiss private bank Edmond de Rothschild Group. The bank hired Ms. Ruemmler’s law firm, Latham & Watkins, after the introduction to help with U.S. regulatory matters, according to the bank and the Goldman spokesman. Mrs. de Rothschild, who married into the famous banking family, had more than a dozen meetings with Epstein. He sought her help with staffing and furnishings as well as discussed business deals with her, according to the documents.

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