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
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Total
127

RE: Addendum

From: [Redacted] (USAFLS)
To: Jay Lefkowitz

Confirmation ('Yes') regarding a phone number inquiry.

Email
2007-10-12

RE: Addendum

From: [Redacted] (USAFLS)
To: Jay Lefkowitz

Providing revised Paragraph 1 language after speaking with Alex Acosta.

Email
2007-10-12

Breakfast Meeting

From: Alexander Acosta
To: Jay Lefkowitz

Breakfast meeting between Acosta and Lefkowitz.

Meeting
2007-10-12

Re: Addendum

From: Jay Lefkowitz
To: [Redacted] (USAFLS)

Asking for best contact number.

Email
2007-10-12

RE: Addendum

From: [Redacted] (USAFLS)
To: Jay Lefkowitz

Providing revised paragraph 1 after speaking with Alex Acosta.

Email
2007-10-12

Breakfast Meeting

From: Alexander Acosta
To: Jay Lefkowitz

Meeting between US Attorney and Defense Counsel.

Meeting
2007-10-12

Re: Addendum

From: Jay Lefkowitz
To: [Redacted] (USAFLS)

Proposing modified language for paragraph 1 and discussing the selection of the lawyer/independent third party.

Email
2007-10-11

Addendum

From: [Redacted] (USAFLS)
To: Jay Lefkowitz

Sending the draft Addendum to the Non-Prosecution Agreement pursuant to conversation.

Email
2007-10-11

Addendum

From: [Redacted] (USAFLS)
To: Jay Lefkowitz

Sending the draft Addendum pursuant to conversation.

Email
2007-10-11

Re: Addendum

From: Jay Lefkowitz
To: [Redacted] (USAFLS)

Proposing modified language for Paragraph 1 regarding the assignment of an independent third-party.

Email
2007-10-11

Follow up

From: Jay Lefkowitz
To: Alexander Acosta

Reiterated the 'misunderstanding' argument regarding the Sept 12 meeting and requested non-registrable plea

Email
2007-09-23

Plea agreement

From: Alexander Acosta
To: Jay Lefkowitz

Discussed need for Epstein to plead to a registrable offense

Call
2007-09-22

Request for call

From: Jay Lefkowitz
To: Lourie

Asked Lourie to phone him

Email
2007-09-22

Revised plea agreement

From: Marie Villafaña
To: Jay Lefkowitz

Sent revised plea agreement; advised that if returning to state plea only, the draft NPA from Sept 17 would control.

Communication
2007-09-20

Negotiation Deadline

From: AUSA Villafaña
To: Jay Lefkowitz

Jay - I hate to have to be firm about this, but we need to wrap this up by Monday. I will not miss my indictment date when this has dragged on for several weeks already...

Email
2007-09-19

Negotiation Deadline

From: AUSA Villafaña
To: Jay Lefkowitz

Warning that negotiations must wrap up by Monday or indictment will proceed; mentions 82-page prosecution memo and 53-page indictment sitting on shelf since May.

Email
2007-09-19

Draft Agreements?

From: Villafana, Ann Marie C...
To: Jay Lefkowitz

Discussion regarding plea agreements vs. non-prosecution agreements (NPA), public accessibility of such documents, and details regarding obstruction charges involving private investigators.

Email
2007-09-18

No Subject

From: Jay Lefkowitz
To: ["Villafana, Ann Marie...

Jay Lefkowitz asks Ann Marie Villafana if she is available to speak at 9 am the following day.

Email
2007-09-13

Re:

From: Jay Lefkowitz
To: ["Villafana, Ann Marie...

Jay Lefkowitz agrees to the 9 am call, confirms he will be at home, and states he is already thinking about the same statutes Villafana mentioned.

Email
2007-09-13

Unknown

From: Villafaña
To: Jay Lefkowitz

Advising that she and Lourie talked with Acosta and Sloman, and they were 'all satisfied in principle with the agreement.'

Email
2007-09-12

Unknown

From: A. Marie Villafaña
To: Jay Lefkowitz

I will mention co-conspirators but I would prefer not to highlight for the judge all the other crimes and all the other persons that we could charge.

Email
2007-09-01

Unknown

From: A. Marie Villafaña
To: Jay Lefkowitz

Stated she would mention co-conspirators but preferred not to highlight other crimes or chargeable persons for the judge.

Email
2007-09-01

Wording of sentencing agreement

From: Marie Villafaña
To: Jay Lefkowitz

Discussing the inclusion of co-conspirators and standard language, but explicitly stating a preference not to highlight other crimes or other chargeable persons to the judge.

Email
2007-09-01

Press coverage / Venue change

From: A. MARIE VILLAFANA
To: Jay Lefkowitz

Suggested filing charges in Miami to cut press coverage significantly.

Email
2007-09-01

Response to NPA proposal

From: Jay Lefkowitz
To: Alexander Acosta

Rejected the proposal stating it raised troubling questions and noted incongruity of fitting civil statutes into criminal pleas.

Letter
2007-01-01

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