Casey Wasserman Racy Emails With Ghislaine Maxwell Revealed in Epstein Files

Newly released documents have exposed a series of racy emails between a powerful Hollywood executive—once tapped to lead the 2028 Los Angeles Olympics—and Jeffrey Epstein’s convicted sex-trafficking accomplice, reopening disturbing questions tied to the late pedophile’s shadowy network.

In 2003, Casey Wasserman—the 51-year-old CEO of Wasserman Media Group—exchanged a stream of risqué emails with Ghislaine Maxwell, just two years into his marriage to then-wife Laura Ziffren, including a message in which he floated the idea of arranging a sensual massage.

“Where are you? I miss you,” the chairman and president of the 2028 Olympics organizing committee wrote to Epstein’s confidante on April 1, 2003.

“I will be in NYC for 4 days starting april 22…can we book that massage now?”

Casey Wasserman, chairman of the 2028 Los Angeles Olympic Games, addresses the audience at Intuit Dome in Inglewood, California, on January 13, 2026. Chris Pizzello/Invision/AP

Two days later, Maxwell shot back with a steamy reply: “All that rubbing — are you sure you can take it? The thought frankly is leaving me a little breathless."

“There are a few spots that apparently drive a man wild — I suppose I could practise them on you and you could let me know if they work or not?”

Maxwell—who was sentenced in 2021 to 20 years in prison for grooming dozens of girls and young women for Epstein’s sexual abuse—said in the exchange that she sent the email while in Brazil.

The flirtatious back-and-forth dragged on for days, with Wasserman—whose firm represents superstar athletes and music acts like Coldplay—writing to Maxwell in an April 7, 2003, email that even Los Angeles’ June weather felt “foggy.”

Jeffrey Epstein and Ghislaine Maxwell appear together in an undated image released by the U.S. Department of Justice. AP

The disgraced British socialite, now 64, replied just hours later with a provocative tease: "What foggy enough so that you can float naked down the beach and no one can see yo unless they are close up?"

In one email, Maxwell described how “JE”—a likely reference to the billionaire sex offender—urged her to find a house to rent in Malibu before asking Wasserman if he wanted anything from Paris, where she was visiting.

The grandson of the late movie mogul and talent agent Lew Wasserman told her: "The only thing that i want from paris is you."

Casey Wasserman speaks out to reporters at the iconic LA Memorial Coliseum in Los Angeles on January 13, 2026. REUTERS

Other messages reveal the playful duo planning trips, swapping meal ideas, and exchanging plenty of risqué banter.

Friday morning’s release of Department of Justice files included a trove of sexually charged emails, shining a spotlight on the scandalous exchanges.

Wasserman’s spokesperson did not immediately reply to requests for comment from FaqInsurances.

Wasserman has previously faced allegations of being a serial adulterer, reportedly maintaining a “chronic condition of sleeping with people who work for him,” the Daily Mail reported in 2024.

Laura Ziffren and Casey Wasserman make an appearance at The Hollywood Reporter’s Power 100 Women in Entertainment at Milk Studios in Los Angeles on December 5, 2018. Getty Images

The high-profile Democratic donor allegedly promised several mistresses he would leave his wife—then callously dumped them one by one.

“When he dumped me I was in shock and disbelief that he could go from 100 to zero in just hours,” one of the alleged former lovers told the outlet.

“I truly think he underestimates the pain and long-term damage he causes women like me who believed him.”

Wasserman is said to have had an affair with his current girlfriend, Jenny Chandler, who once worked as a flight attendant on his private Gulfstream G550 jet.

Casey Wasserman and Jenny Chandler make an appearance at the 2025 LACMA Art+Film Gala in Los Angeles on November 1, 2025. Getty Images for LACMA

California Gov. Gavin Newsom, a rumored 2028 presidential contender, shared a video of himself smiling alongside Wasserman while announcing the initiative—just months after the explosive report. Gov Gavin Newsom/X

The relationship between the two began over a decade ago, with Chandler reportedly breaking the news to Wasserman’s then-wife, Laura Ziffren, via email.

“Him and I have been together for 7 years which he’s lied to you about,” Chandler wrote in a March 2021 email obtained by the Daily Mail.

Wasserman and Ziffren separated in 2021, with Ziffren subsequently filing for divorce, bringing their 20-year marriage to an end.

Wasserman and Ziffren share two children together.

Wasserman was chosen to head LA Rises, a private-sector initiative tasked with helping Los Angeles recover from last year’s deadly wildfires.

California Gov. Gavin Newsom, a rumored 2028 presidential contender, shared a video of himself smiling alongside Wasserman while announcing the initiative—just months after the explosive report.