Jay Lefkowitz

Person
Mentions
239
Relationships
58
Events
47
Documents
115

Relationship Network

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Event Timeline

Interactive Timeline: Hover over events to see details. Events are arranged chronologically and alternate between top and bottom for better visibility.
58 total relationships
Connected Entity Relationship Type
Strength (mentions)
Documents Actions
person Jeffrey Epstein
Client
25 Very Strong
23
View
person Jeffrey Epstein
Legal representative
17 Very Strong
13
View
person Alexander Acosta
Legal representative
11 Very Strong
5
View
person Epstein
Client
9 Strong
5
View
person Alex Acosta
Legal representative
6
6
View
person Acosta
Acquaintance
6
2
View
person Marie Villafaña
Negotiating parties
5
1
View
person Alexandra Wolfe
Professional media relations
5
1
View
person Alexander Acosta
Professional adversarial
5
1
View
person AUSA Villafaña
Legal representative
5
1
View
person Kenneth Starr
Professional
5
1
View
person Villafaña
Opposing counsel
5
1
View
person USAO team members
Adversarial
5
1
View
person Ann Marie C. Villafana
Professional
5
1
View
person Acosta
Business associate
5
1
View
person Lourie
Adversarial professional
5
1
View
person MR. EPSTEIN
Professional
5
1
View
person Acosta
Professional
5
1
View
person Villafaña
Adversarial professional
5
1
View
person Alexander Acosta
Negotiation counterparts
5
1
View
person AUSA Villafaña
Opposing counsel
5
1
View
person Marie Villafaña
Professional adversarial negotiation
5
1
View
person Acosta
Professional adversarial
5
1
View
person Villafaña
Opposing counsel negotiating
5
1
View
person Villafaña
Legal representative
5
1
View
Date Event Type Description Location Actions
N/A Plea negotiation Negotiations for a plea agreement for Mr. Epstein were underway, with a deadline set for the foll... N/A View
N/A N/A Lourie and Lefkowitz reach an agreement on plea terms. N/A View
N/A N/A Private meeting between Acosta and Lefkowitz at a Marriott hotel in West Palm Beach regarding kee... Marriott hotel, West Palm B... View
N/A N/A Negotiations for Mr. Epstein's plea agreement. N/A View
N/A Legal decision The USAO rejected the new plea agreement proposal from the defense. N/A View
N/A Legal action Defense counsel Jay Lefkowitz submitted a revised draft plea agreement that substantially changed... N/A View
N/A Plea negotiation Lourie and Lefkowitz spoke and reached a verbal agreement on a plea deal. N/A View
N/A N/A Deadline for signing an agreement regarding Mr. Epstein's plea. N/A View
2025-11-19 N/A Breakfast meeting N/A View
2025-10-01 N/A Meeting between Alexander Acosta and Jay Lefkowitz to finalize the Epstein non-prosecution agreem... West Palm Beach Marriott on... View
2018-12-28 N/A SORA (Sex Offender Registration Act) hearing New York (Implied) View
2011-03-07 N/A Attorney Jay Lefkowitz contacts Alexandra Wolfe regarding her inquiries about Jeffrey Epstein. N/A View
2011-01-18 N/A SORA (Sex Offender Registration Act) Hearing to determine Epstein's risk level. New York Supreme Court, Par... View
2008-11-24 N/A Proposed meeting between Jay Lefkowitz and Assistant U.S. Attorney (Monday before Thanksgiving). West Palm Beach (implied) View
2008-11-24 N/A Jay Lefkowitz trip to see Jeffrey Epstein. Unknown View
2008-06-23 N/A DOJ official sends a letter regarding the Epstein matter to Epstein's legal team (Starr, Lefkowit... N/A View
2008-06-20 N/A Submission of defense materials by Kenneth Starr and Jay Lefkowitz to the DOJ (John Roth) regardi... Email correspondence View
2008-05-19 N/A Jay Lefkowitz requests a meeting with Alex [Acosta]. Unspecified View
2008-05-19 N/A Jeffrey Sloman responded to Jay Lefkowitz's email with a letter imposing a deadline. Miami (USAO) View
2008-01-30 N/A Email correspondence regarding a new civil lawsuit against Epstein. Email View
2008-01-04 N/A Proposed date for Epstein's plea and sentencing hearing. Court View
2007-12-19 N/A Phone conversation between prosecution (Acosta, Sloman) and defense (Starr, Lefkowitz). Phone View
2007-11-28 N/A Victim notification letter sent to Jay Lefkowitz. West Palm Beach, FL (Sender... View
2007-11-21 N/A Meeting between USAFLS and Epstein defense team. Unknown View
2007-11-21 N/A Meeting regarding Judge Davis's selection of Podhurst and Josephsberg. Unknown View

DOJ-OGR-00023189.tif

This document discusses the legal defense strategies employed by Jeffrey Epstein's extensive team of attorneys, highlighting their ability to secure concessions despite initial USAO requirements. It details how prominent lawyers like Alan Dershowitz and Ken Starr influenced prosecutor Alex Acosta, and addresses assertions from individuals like Menchel, Sloman, and Lourie that their relationships with Epstein's counsel did not affect their actions, while noting the significant financial investment in Epstein's defense.

Report excerpt / legal analysis
2025-11-20

DOJ-OGR-00023111.tif

This document details the ongoing plea negotiations for Mr. Epstein, highlighting his reluctance for jail time and the communication between prosecutors Lourie and Villafaña, and defense counsel Jay Lefkowitz. It reveals a disagreement over the terms of the plea agreement, with the defense proposing significant changes that were rejected by the USAO, including a prohibition on immigration proceedings against Epstein's female assistants. The document also includes a manager's view that direct conversation with Epstein might be necessary to finalize the deal.

Report excerpt
2025-11-20

DOJ-OGR-00000507.jpg

An email from Assistant U.S. Attorney Ann Marie Villafana to Jay Lefkowitz dated September 18, 2007, discussing the distinction between plea agreements and non-prosecution agreements (NPA) and their public accessibility. The email also details potential obstruction charges, specifically mentioning an incident where Epstein's private investigators forced a victim's father off the road, and the need to interview a female witness to confirm facts for a proffer.

Email / legal correspondence (court exhibit)
2025-11-20

DOJ-OGR-00000505.jpg

This document is an email thread from September 13, 2007, between Assistant U.S. Attorney Ann Marie Villafana and attorney Jay Lefkowitz. They arrange a phone call for the following morning to discuss potential misdemeanor charges under specific U.S. legal codes related to an incident on an airplane. The discussion indicates they are negotiating a potential plea agreement, with Villafana seeking to confirm the factual basis for the plea.

Email
2025-11-20

DOJ-OGR-00000368.jpg

This document is a transcript page from a SORA (Sex Offender Registration Act) hearing for Jeffrey Epstein filed on July 15, 2019. Defense attorneys Jay Lefkowitz and Sandra Musumeci appear for Epstein, who is not present, while Jennifer Gaffney appears for the People. The discussion centers on a 'Level Three' recommendation from the board and the prosecution's hesitation to rely on the Florida probable cause affidavit because Florida only pursued one case despite multiple victims listed.

Court transcript (sora hearing)
2025-11-20

DOJ-OGR-00021384.jpg

This document is an excerpt from a DOJ OPR report analyzing the handling of the Epstein case by the US Attorney's Office. It details a significant communication breakdown between US Attorney Alexander Acosta and AUSA Marie Villafaña regarding the signing of Epstein's 2007 plea agreement (NPA), where Villafaña felt forced to sign a deal she opposed while Acosta claimed he intended to give her veto power. It also highlights how senior management (Menchel) blocked Villafaña from meeting directly with Acosta, resulting in final decisions being made without input from the prosecutor most familiar with the facts.

Doj opr report (office of professional responsibility)
2025-11-20

DOJ-OGR-00021381.jpg

This page from a DOJ OPR report critiques the plea negotiations between the USAO (led by Acosta) and Jeffrey Epstein's defense. It highlights that the 18-month sentence was a reduction from an initial 'non-negotiable' 2-year offer, a decision for which OPR could find no documented justification or legal basis. The report concludes that Acosta viewed the federal case merely as a 'backstop' to state charges, failing to seek a punishment that matched the severity of Epstein's crimes.

Doj office of professional responsibility (opr) report / court document
2025-11-20

DOJ-OGR-00021359.jpg

This page from a DOJ OPR report concludes that the frequency of meetings between USAO officials (Acosta, Menchel, Lourie, Sloman, Villafaña) and Epstein's defense team (Starr, Lefkowitz) was not evidence of improper favoritism, given the high-profile nature of the case and the resources of the defendant. It details specific meetings in late 2007 and early 2008, noting that despite defense efforts to involve higher-level DOJ officials (Fisher, Filip), the USAO maintained its position on the federal investigation and the NPA. The report ultimately finds no evidence that these meetings resulted in substantial improper benefits to the defense.

Doj office of professional responsibility (opr) report
2025-11-20

DOJ-OGR-00021352.jpg

This document is a page from a DOJ OPR report analyzing potential conflicts of interest within the USAO regarding the Epstein case. It details interviews with officials Menchel, Sloman, Lourie, and Acosta, concluding that personal relationships with defense attorneys did not improperly influence the case. The text highlights Acosta's eventual recusal in late 2008 due to employment talks with Kirkland & Ellis, and a separate inquiry regarding his potential role at Harvard Law School given Alan Dershowitz's involvement.

Doj opr report (office of professional responsibility report)
2025-11-20

DOJ-OGR-00021351.jpg

This legal document discusses the effectiveness of Jeffrey Epstein's high-profile legal team, including Alan Dershowitz and Ken Starr, in portraying his case as legally complex to prosecutors like Alex Acosta. It also examines whether preexisting relationships between prosecutors (Menchel, Sloman, Lourie, and Acosta) and defense counsel improperly influenced the outcome, concluding, based on an OPR investigation, that they did not. The document highlights how Epstein's wealth funded a formidable defense that successfully negotiated concessions from the U.S. Attorney's Office (USAO).

Legal document
2025-11-20

DOJ-OGR-00021344.jpg

This document is a page from a Department of Justice Office of Professional Responsibility (OPR) report reviewing the handling of the Jeffrey Epstein case. It details the timeline of the Non-Prosecution Agreement (NPA) negotiations, specifically noting that key decisions were made before US Attorney Acosta met with defense counsel Lefkowitz. The report cites prosecutor Villafaña's explanation that the decision to pursue an NPA was driven by evidentiary risks and victim privacy concerns.

Government report (doj office of professional responsibility)
2025-11-20

DOJ-OGR-00021300.jpg

This document outlines the negotiations between US Attorney Alexander Acosta and Jeffrey Epstein's defense team (including Ken Starr and Jay Lefkowitz) regarding the language of the Non-Prosecution Agreement (NPA), specifically Section 2255 concerning victim rights and monetary damages. On December 19, 2007, Acosta proposed revised language to clarify victim rights as if Epstein had been convicted federally, but the defense rejected this, arguing it was legally incongruous to fit a civil statute into a criminal plea. The document highlights the mounting frustration of the prosecution regarding what they perceived as intentional delays by the defense.

Legal report / opr report excerpt
2025-11-20

DOJ-OGR-00021299.jpg

This document details the tense negotiations between the USAO (Acosta) and Epstein's defense team (Starr, Lefkowitz, Dershowitz) in December 2007. Following defense submissions, the USAO initiated a de novo review of evidence by Criminal Chief Robert Senior and held a meeting in Miami on December 14, 2007, where the defense argued state charges did not apply. The defense subsequently threatened to seek review from DOJ Washington (AAG Fisher), prompting Acosta to request an expedited review to preserve a scheduled January 4th plea date.

Doj/ogr report (office of professional responsibility/office of general counsel)
2025-11-20

DOJ-OGR-00021297.jpg

This document is an excerpt from a DOJ OPR report detailing the friction between US Attorney Alexander Acosta and Jeffrey Epstein's defense team (specifically Ken Starr and Jay Lefkowitz) regarding the Non-Prosecution Agreement (NPA). Acosta expresses frustration with the defense's 'collateral challenges' and lack of finality, setting a strict deadline of December 7, 2007, for them to commit to the agreement or face trial. The text highlights Acosta's internal justification to OPR regarding his handling of the breach of agreement risks and the involvement of DOJ Headquarters.

Government report (likely doj opr report) quoting legal correspondence
2025-11-20

DOJ-OGR-00021291.jpg

This document details the tense negotiations in October 2007 between the U.S. Attorney's Office (Acosta, Sloman, Villafaña) and Epstein's defense (Lefkowitz) regarding the Non-Prosecution Agreement (NPA) addendum and the postponement of Epstein's guilty plea. The text highlights USAO suspicions that Epstein's team was delaying the plea to address a civil lawsuit filed by a victim in New York and alleges Epstein planted false press stories to discredit victims. Acosta agreed to move the plea date from October 26 to November 20, 2007, citing a desire not to dictate schedules to the State Attorney.

Government report (likely doj opr report regarding the epstein investigation)
2025-11-20

DOJ-OGR-00021279.jpg

This legal document details plea negotiations in the case against Mr. Epstein on and around September 21, 2007. It reveals intense back-and-forth communication between prosecutors (Acosta, Villafaña, Lourie) and defense attorneys (Lefkowitz, Sanchez) over critical terms, including whether Epstein would have to register as a sex offender and the scope of a non-prosecution agreement for his alleged co-conspirators. The document highlights internal prosecution strategies and their dismissive view of some members of Epstein's legal team.

Legal document
2025-11-20

DOJ-OGR-00021277.jpg

This document outlines the internal and external communications of the US Attorney's Office regarding Jeffrey Epstein's plea negotiations on September 20, 2007. It details U.S. Attorney Alex Acosta's refusal to sign the plea agreement personally, insisting the trial team sign it, and his refusal to alter standard charging language. The text also highlights a critical dispute where Epstein's defense attempted to change the charge from solicitation of minors (registrable) to forcing adults into prostitution (non-registrable), which the prosecution rejected.

Legal report / investigative report (likely doj opr)
2025-11-20

DOJ-OGR-00021276.jpg

This document is an excerpt from a report (likely OPR) detailing internal communications on September 19, 2007, between prosecutors Villafaña, Lourie, and U.S. Attorney Alexander Acosta regarding plea negotiations with Jeffrey Epstein's lawyer, Jay Lefkowitz. While Villafaña and Lourie strongly recommended ending negotiations due to what they perceived as the defense's "bad faith" tactics of re-inserting rejected provisions, Acosta instructed them to continue trying to "work it out" rather than indict immediately. The page ends mid-sentence with Villafaña expressing concern about "caving" to the defense.

Government report / legal filing (opr report excerpt)
2025-11-20

DOJ-OGR-00021273.jpg

This legal document details a critical point in plea negotiations for Mr. Epstein. After prosecutor Lourie believed he had reached an agreement with defense counsel Jay Lefkowitz, Lefkowitz submitted a revised proposal with substantially different terms, including a shorter sentence and protections for Epstein's assistants. This new proposal caused frustration among the prosecutors and was ultimately rejected by the U.S. Attorney's Office (USAO).

Legal document
2025-11-20

DOJ-OGR-00021272.jpg

This legal document from a court filing details plea negotiations concerning Jeffrey Epstein on September 18, 2007. Prosecutor Villafaña rejected a proposal from Epstein's attorney, Lefkowitz, for a 12-month sentence, insisting the U.S. Attorney required at least 18 months. The document includes a detailed email from Villafaña to her colleagues outlining the stalled negotiations and subsequent discussions with Lefkowitz about an alternative plea structure involving two separate charges.

Legal document
2025-11-20

DOJ-OGR-00021268.jpg

This legal document details plea negotiations in September 2007 between prosecutor Villafaña and Jeffrey Epstein's attorney, Jay Lefkowitz. It outlines the development of a 'hybrid' plea agreement involving federal and state charges, a proposed 18-month sentence, and a victim's fund. The document also reveals significant internal dissent among Villafaña's colleagues, particularly Lourie and Acosta, who criticized a proposed assault charge as weak and suggested finding an alternative.

Legal document
2025-11-20

DOJ-OGR-00021266.jpg

This page from a DOJ OPR report details the internal confusion and negotiations regarding Jeffrey Epstein's plea deal in September 2007. It highlights the lack of clarity on why Epstein's sentence was reduced from 24 to 18 months, with Assistant U.S. Attorney Villafaña admitting the reduction happened 'somehow' during the 'flip flop' between state and federal charges. The document also documents Acosta's delegation of negotiation authority and communications between the USAO and Epstein's lawyer, Jay Lefkowitz.

Doj opr report (office of professional responsibility)
2025-11-20

DOJ-OGR-00021259.jpg

This document details events from August-September 2007 in the Jeffrey Epstein case, focusing on U.S. Attorney Acosta's decision to meet with Epstein's newly hired, high-profile attorneys, Kenneth Starr and Jay Lefkowitz. It reveals internal tensions, with the FBI pushing for federal prosecution, while Acosta strategized with his colleague Sloman to manage the new defense team and prevent them from escalating procedural complaints to Washington D.C. The document also notes Acosta's prior professional relationship with Starr and Lefkowitz from his time at their law firm, Kirkland & Ellis.

Legal document
2025-11-20

DOJ-OGR-00021209.jpg

This document details the legal team assembled by Epstein following the opening of a USAO investigation in late 2006. Epstein hired several high-profile attorneys, including former federal prosecutors Guy Lewis and Lilly Ann Sanchez, and later retained Kenneth Starr and Jay Lefkowitz of Kirkland & Ellis, who contacted the USAO on his behalf in August 2007. The defense team was further expanded with the addition of attorneys Martin Weinberg and Joe D. Whitley.

Legal document
2025-11-20

DOJ-OGR-00021195.jpg

This document is a Table of Contents (page xix) from a Department of Justice Office of Professional Responsibility (OPR) report regarding the handling of the Jeffrey Epstein case. It outlines findings that prosecutors (Acosta, Villafaña, Lourie) did not act on improper influence or provide improper benefits based on relationships with defense counsel. However, section V explicitly states that Acosta exercised 'poor judgment' in resolving the investigation through a Non-Prosecution Agreement (NPA) and a state plea deal based on flawed policy applications.

Doj opr report (table of contents)
2025-11-20
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As Sender
57
As Recipient
70
Total
127

N/A

From: Villafaña
To: Jay Lefkowitz

Emails exchanged during NPA negotiations.

Email
N/A

Plea negotiation deadline

From: Unknown (Narrator)
To: Jay Lefkowitz

An email was to be sent to Jay Lefkowitz stating that negotiations would end if a signed agreement was not reached by 5:00 the next day.

Email
N/A

Sentencing Agreement

From: Villafaña
To: Jay Lefkowitz

Discussing the wording of the sentencing agreement for the judge.

Email
N/A

Revised draft plea agreement

From: Jay Lefkowitz
To: Villafaña

Lefkowitz sent Villafaña a revised draft plea agreement with terms different from what was discussed with Lourie, including a 16-month sentence and a prohibition on the USAO initiating immigration proceedings against Epstein's assistants.

Email
N/A

Breach of Assurance

From: Jay Lefkowitz
To: Alexander Acosta

Claimed Acosta assured office would not contact identified individuals or potential witnesses.

Letter/written
N/A

Negotiation deadline for Mr. Epstein's agreement

From: Unidentified Author
To: Jay Lefkowitz

Stating that if a signed agreement is not reached by tomorrow at 5:00, negotiations will end.

Email (proposed)
N/A

Revised Draft Plea Agreement

From: Jay Lefkowitz
To: Villafaña

Sent a revised draft plea agreement, approximately an hour after Lourie's email reporting the deal. The proposal differed from what Lourie believed agreed upon, suggesting a 16-month federal sentence followed by 8 months of supervised release as home detention, and prohibiting USAO from immigration proceedings against Epstein's female assistants.

Email
N/A

Plea proposal for Epstein

From: Jay Lefkowitz
To: Villafaña

Described as happening "Late last night" relative to Villafaña's email, Lefkowitz asked about Epstein pleading to two twelve-month federal charges with half the jail time in home confinement.

Phone call
N/A

Plea proposal for Epstein

From: Jay Lefkowitz
To: Villafaña

Described as happening "This morning" relative to Villafaña's email, Lefkowitz called to confirm Villafaña's assessment of sentencing guidelines but proposed that a 14-month sentence might make Epstein eligible for certain considerations.

Phone call
N/A

To finalize a matter

From: Jay Lefkowitz
To: ["Acosta"]

The note mentions that Jay Lefkowitz needs to follow up with a call to Acosta to finalize an unspecified matter.

Phone call
N/A

Negotiation Dispute

From: Marie Villafaña
To: Jay Lefkowitz

Stating she 'bent over backwards to keep in mind the effect that the agreement would have on Mr. Epstein.'

Email/letter
N/A

Secret Deal Agreement

From: Acosta
To: Jay Lefkowitz

Private meeting at Marriott hotel to agree to keep the deal secret.

Meeting
N/A

Victim Notification

From: Jay Lefkowitz
To: Alexander Acosta

Complaining that Acosta assured him the office would not contact identified individuals or witnesses.

Letter
N/A

Mr. Epstein's sentencing eligibility

From: Jay Lefkowitz
To: Unidentified Author

Lefkowitz called and stated the author was correct about Epstein's ineligibility for Zone A or B, but if Epstein could get down to 14 months, he *would* be eligible. This communication implies a prior discussion where the author stated Epstein would not be in Zone A or B.

Call
N/A

Victim Notification

From: Jay Lefkowitz
To: Alexander Acosta

Complaint that Acosta's office violated assurance not to contact identified individuals or potential witnesses.

Letter
N/A

Meeting follow-up

From: Jay Lefkowitz
To: Alexander Acosta

Thanked Acosta for commitment made during meeting; confirmed assurance that office would not contact identified individuals or witnesses.

Letter
2025-10-12

Finalizing Non-Prosecution Agreement

From: Alexander Acosta
To: Jay Lefkowitz

Discussion regarding the non-prosecution agreement. Terms agreed upon included not notifying victims, keeping the deal under seal, and canceling grand jury subpoenas.

Meeting
2025-10-01

Representation inquiry

From: Affiant (Police Officer)
To: Jay Lefkowitz

Lefkowitz stated he no longer represents Epstein and referred affiant to Martin Weinberg.

Call/contact
2018-12-18

Representation inquiry

From: Affiant (Document Author)
To: Jay Lefkowitz

Lefkowitz stated he no longer represents Epstein and referred the caller to Martin Weinberg.

Call/contact
2018-12-18

Representation of Epstein

From: Affiant (Author of doc...
To: Jay Lefkowitz

Lefkowitz stated he no longer represents Epstein and referred affiant to Martin Weinberg.

Contact
2018-12-18

Fw: Alexandra Wolfe called from Newsweek

From: Jay Lefkowitz
To: Michael S. Sitrick; Je...

Forwarding a media inquiry asking for comments/interview.

Email
2011-03-08

Alexandra Wolfe called from Newsweek

From: Kristin Andersen
To: Jay Lefkowitz

Original internal forwarding of the request.

Email
2011-03-08

Re:

From: Jay Lefkowitz
To: Wolfe, Alexandra

Lefkowitz warns Wolfe about making factual assertions without checking facts, mentioning potential libel, and stating Epstein is traveling.

Email
2011-03-08

Fw:

From: Jay Lefkowitz
To: Michael S. Sitrick; Je...

Forwarding the thread with Wolfe. Marked High Importance.

Email
2011-03-08

Fw: Alexandra Wolfe called from Newsweek

From: Jay Lefkowitz
To: Michael S. Sitrick; Je...

Forwarding a media inquiry from Newsweek.

Email
2011-03-08

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