Your tip
Your tip
RadarOnlineRadarOnline
or
Sign in with lockrMail

Inside Jeffrey Epstein's Secret Friendship With Florida Prosecutor Who Slowed Investigation Into Vile Pedo — Including Dinner, Financial Advice and Job Offers

Photo of Jeffrey Epstein
Source: Department of Justice

Jeffrey Epstein had a tight relationship with the same man who slow walked his Florida prosecution.

March 23 2026, Published 3:45 p.m. ET

Jeffrey Epstein developed a secret friendship with Matthew Menchel years after the same prosecutor was involved in the widely-considered botched prosecution of the pedophile in Florida that ultimately ended in a sweetheart deal and short jail sentence, RadarOnline.com can reveal.

In 2008, Epstein pled guilty to one count of soliciting prostitution and one count of soliciting prostitution from someone under the age of 18, despite the lead prosecutor in the case, Ann Marie Villafaña, pushing for at least 18 years behind bars after documenting the financier's patterns of abuse.

Article continues below advertisement

Jeffrey Epstein's Sweetheart Deal Details

Photo of Jeffrey Epstein
Source: DEPARTMENT OF JUSTICE

Epstein received a sweetheart deal in 2008 and avoided a lengthy sentence behind bars.

While Villafaña is said to have already drafted a memo proposing a 60-count indictment on federal s-- trafficking charges against Epstein, Menchel, working under U.S. Attorney Alexander Acosta at the time, pushed against it. Villafaña would bring up the issue once more two weeks later, and again, Menchel wasn't having any of it.

According to emails released by the Department of Justice, Menchel told his colleague, "I'm having trouble understanding, given how long this case has been pending – what the rush is."

Menchel claimed his boss, Acosta, "wants to take his time making sure he is comfortable before proceeding."

Following the exchange, Acosta agreed to let the s-- offender plead guilty in state court, and serve only 13 months in a county jail, spending most of his time on work release.

Article continues below advertisement

'He Should Be Spending 18 Years in Jail'

Photo of Jeffrey Epstein
Source: DEPARTMENT OF JUSTICE

The pedophile got 18 months after pleading guilty to one count of soliciting prostitution and one count of soliciting prostitution from someone under the age of 18,

"Allowing a federal defendant to plead guilty to state charges also is completely unheard of," Villafaña noted in 2019. "No one ever explained to me where the idea originated from."

Menchel left the US Attorney’s office in August 2007 — before Epstein’s non-prosecution agreement. His purported friendship with Epstein did not develop until after the sex creep was released. Radar is not suggesting the pair's coziness had any impact on the investigation.

Following Epstein's plea deal, Villafaña is said to have written to a colleague, "After all the hell they put me through, I don't feel like celebrating 18 months. He should be spending 18 years in jail."

After Epstein was released from jail in 2009, he and Menchel, according to emails, appeared to strike up a friendship, which included the attorney being invited to dinner at the criminal's New York mansion, even luring him with a possible Woody Allen appearance.

At another point, Menchel even asked Epstein to recommend a financial adviser.

Article continues below advertisement

Jeffrey Epstein and Matthew Menchel Friendship Exposed

Photo of Matthew Menchel
Source: KOBRE & KIM.COM

Attorney Matthew Menchel was key in helping Epstein get the slap on the wrist deal.

"Obviously I'm speaking of someone who advises people like me not someone like you, who advises people like Bill Gates," Menchel wrote to Epstein.

Epstein also tried to get Menchel a job, as in 2013, after Jes Staley had left his post at JPMorgan & Chase Co., the pedo suggested the banker "consider matt menchel."

At other times, both men would reach out to one another to simply check in. In February 2014, Menchel wrote to Epstein. "Just touching base to see how you have been."

They would also discuss the press involving Epstein, as the wealthy financier wrote, "How are you? My press is pretty bad."

Article continues below advertisement

Matthew Menchel Responds

READ MORE ON NEWS

And just a month after a damning exposé on Epstein's ties to then-Prince Andrew was detailed, Menchel responded, "I've read some of the press. Very unfortunate, and I see that Alan Dershowitz has been caught up in it as well."

In response to the shock emails, Menchel's camp noted the conversations between the two "were made in the context of potential representations and referrals (none of which ever materialized into any business of Mr. Menchel or his firm)."

They added: "During the three months Mr. Menchel was involved in the investigation of Epstein, he treated the matter as he treated every case he prosecuted over his twenty-year career in public service – with seriousness, professionalism, and respect for the chain of command.

"Any suggestion that Mr. Menchel prevented an indictment or did anyone any favors is categorically false."

Radar Logo

Never Miss an

Exclusive

Daily updates from the heart of Hollywood, right to your inbox

By entering your email and clicking Sign Up, you’re agreeing to let us send you customized marketing messages about us and our advertising partners. You are also agreeing to our Terms of Service and Privacy Policy.

Article continues below advertisement

Photo of Jeffrey Epstein
Source: DEPARTMENT OF JUSTICE

The convicted sex offender eventually charged with more crimes and died behind bars while awaiting his trial.

A lawyer for Menchel also insisted Menchel was not friends with Epstein while serving as a prosecutor or that he had involvement in securing Epstein "a sweetheart deal in exchange for personal favors."

The representative said: "Mr. Menchel was not responsible for the 2008 plea deal (he was not even at the US Attorney’s office at that time, having left in August 2007 before Epstein’s non-prosecution agreement was drafted much less signed). And Mr. Menchel did not have any communications with Epstein when Mr. Menchel was a prosecutor, nor were they ever friends."

Epstein found himself back behind bars in July 2019 after being charged with s-- crimes. He was found dead from an apparent suicide just a month later.

UPDATE (MARCH 25): An earlier version of this story included the caption, 'Jeffrey Epstein had a tight relationship with the same man who pushed for his sweetheart deal in 2008.’ Menchel left the Miami U.S. Attorney’s Office in August 2007, one month before Epstein’s non-prosecution deal was completed. His lawyer insists he was not involved in the final negotiations of the so-called “sweetheart deal” and any relationship he struck with Epstein came after Menchel left his role as a prosecutor.

However, the Miami Herald has reported Menchel did indeed propose "one of the key provisions of the plea deal — that it was to be done in state court in Palm Beach County — instead of in federal court. This later proved to be ideal for Epstein because it gave control of Epstein’s incarceration and probation to the Palm Beach state attorney and the Palm Beach sheriff’s office. Despite promising federal prosecutors that Epstein would be held behind bars for the length of his jail term, Epstein was given work release, files show."

© Copyright 2026 RADAR ONLINE™️. A DIVISION OF MYSTIFY ENTERTAINMENT NETWORK INC. RADAR ONLINE is a registered trademark. All rights reserved. Registration on or use of this site constitutes acceptance of our Terms of Service, Privacy Policy and Cookies Policy. People may receive compensation for some links to products and services. Offers may be subject to change without notice.