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Jimmy Cayne headshot from DOJ case files

Jimmy Cayne

Former Bear Stearns CEO; Epstein previously worked at Bear Stearns

Flight LogsBlack BookCourt Filing

Also known as: James Cayne

Former CEO of Bear Stearns who appeared in Epstein's black book. Epstein had previously worked at Bear Stearns in the 1970s and 1980s under the mentorship of Alan Greenberg. No allegations of wrongdoing in connection with Epstein have been made.

Nationality
Notable Positions
CEO, Bear Stearns
Black Book
Listed (4 phone numbers)
black-bookfinancebear-stearns
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Jimmy Cayne appears in records associated with Jeffrey Epstein, including flight logs, contact lists, or legal documents. Appearance in these records does not imply any wrongdoing or criminal conduct. Many individuals had legitimate professional or social interactions.

AI-Generated Dossier
Medium evidence78% confidence

This dossier was generated by AI (Claude) from court filings, government releases, and other documentary sources in our database. It may contain errors or misattributions. Always verify claims against the linked source documents.

Background

James 'Jimmy' Cayne was the former Chief Executive Officer of Bear Stearns, one of the largest global investment banks before its collapse in 2008. Cayne himself was hired by Bear Stearns chairman Ace Greenberg after reportedly meeting him at a bridge game, and he eventually rose to lead the firm. Cayne is documented in multiple sources as a senior figure at Bear Stearns during and after Jeffrey Epstein's tenure at the firm in the late 1970s and early 1980s.

Epstein Connection

Jimmy Cayne's connection to Jeffrey Epstein is rooted in their shared time at Bear Stearns. Epstein worked at the firm and became a protégé of both Cayne and Ace Greenberg, rising to the level of limited partner before departing in 1981 or 1982 under disputed circumstances. Multiple documents describe Cayne as one of Epstein's key supporters within the firm. After Epstein's departure, their relationship apparently continued: Cayne publicly endorsed Epstein on the website of Epstein's science foundation (the endorsement was later removed), and Cayne contacted journalist Vicky Ward in 2002 when she was assigned to profile Epstein for Vanity Fair. Cayne appears in Epstein's black book with four phone numbers listed. No allegations of wrongdoing in connection with Epstein have been made against Cayne in the reviewed documents.

Key Allegations(6)

Cayne was one of Epstein's two key supporters at Bear Stearns (along with Ace Greenberg) whose votes were allegedly outnumbered by the executive committee when Epstein was asked to resign.

alleged

Cayne denies that the executive committee asked Epstein to resign from Bear Stearns.

documented

Cayne publicly endorsed Epstein on Epstein's science foundation website, which was later removed.

documented

Cayne called Vicky Ward when she was assigned to write a Vanity Fair profile of Epstein in 2002, along with other prominent figures including Ace Greenberg and Les Wexner.

documented

Epstein became a protégé of Cayne at Bear Stearns and rose to become a limited partner under the mentorship of both Cayne and Greenberg.

documented

Cayne appears in Epstein's black book with four phone numbers.

documented
Legal Status
named in docs

Jimmy Cayne is named in multiple documents as a professional associate of Jeffrey Epstein from their shared time at Bear Stearns. He appears in Epstein's black book and is referenced in various emails and journalistic accounts. No criminal charges, investigations, or allegations of wrongdoing in connection with the Epstein case have been documented against him.

Notable Statements(1)

Cayne denies it happened

Regarding the account that the Bear Stearns executive committee asked Epstein to resign after his two supporters, Greenberg and Cayne, were outnumbered.d-34595
Contradictions(2)
Public Claim

Cayne denies that the Bear Stearns executive committee asked Epstein to resign after Cayne and Greenberg were outnumbered in a vote.

Documentary Evidence

Multiple sources report that the executive committee asked Epstein to resign after his two supporters, Ace Greenberg and Jimmy Cayne, were outnumbered. Greenberg says he can't recall the event; Cayne denies it happened.

Public Claim

Cayne endorsed Epstein on Epstein's science foundation website, suggesting an ongoing positive professional relationship.

Documentary Evidence

The endorsement was subsequently removed from the website, suggesting a distancing after Epstein's legal troubles became public.

Key Relationships(4)
Jeffrey Epsteinprofessional

Epstein worked at Bear Stearns and became Cayne's protégé, rising to limited partner. Cayne later endorsed Epstein on his science foundation's website and called journalist Vicky Ward during her 2002 Vanity Fair research on Epstein. Epstein's black book lists Cayne with four phone numbers.

Alan Greenbergprofessional

Ace Greenberg and Jimmy Cayne were both senior figures at Bear Stearns who supported Epstein during his time at the firm. Both are described as Epstein's mentors, and both allegedly supported him when the executive committee sought his resignation.

Les Wexner and Cayne are both named as part of Epstein's high-profile social and business network in multiple documents, and both contacted Vicky Ward during her Vanity Fair research on Epstein.

Cayne was among the prominent figures who called journalist Vicky Ward when she was assigned to write a Vanity Fair profile of Epstein in 2002.

Timeline(4 events)

Epstein joins Bear Stearns, where he works under the mentorship of Ace Greenberg and Jimmy Cayne, eventually becoming a limited partner.

Epstein departs Bear Stearns under disputed circumstances. One account says the executive committee asked him to resign after his supporters (Greenberg and Cayne) were outnumbered; Cayne denies this account.

Cayne, then head of Bear Stearns, calls journalist Vicky Ward when she begins researching Jeffrey Epstein for a Vanity Fair profile.

Multiple emails referencing a Vanity Fair article note Cayne's close relationship with Epstein and his endorsement on Epstein's science foundation website, which had been subsequently removed.

At a Glance

Click values for sources
Flight appearances
Source: Flight logs (1997-2006)
Document mentions
Various sources
Known connections
2 weak
Black book entry
4 phone numbers listed
Evidence Types
Flight LogsBlack BookCourt Filing

Activity Timeline

Network Graph

Strong Moderate Weak
Full network →

Known Connections (3)

External Cross-Check

Search ICIJ Offshore Leaks, OFAC Sanctions, SEC EDGAR, and Federal Courts

Flight Log Appearances (2)

DateRouteAircraftCo-Passengers
Feb 21, 1994Palm Beach International, FLTeterboro Airport, NJN108JEJeffrey Epstein, Ghislaine Maxwell, Rob Devito +1
Feb 17, 1994Teterboro Airport, NJPalm Beach International, FLN108JEJeffrey Epstein, Rob Devito, Bobby Kennedy +2

Black Book Entry

Black Book EntryPage 71
View full book
Bear Stearns, President & CEO
Phone Numbers (5)
Addresses (2)
383 Madison Avenue, NY 10167, New York, US
510 Park Avenue, Apt. 6A, NY 10022, New York, US
Email

Document Mentions

Email Mentions (29)

jeevacation@gmail.comJan 1, 2019

RE: Jeffrey and Ghislaine: Notes on New York's Oddest Alliance

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance <http://www.vanityfair.com/online/daily/2O11/O3/notes- on-new-yorks-oddest-cou ple-jeffrey-

gmaxJan 1, 2019

<no subject>

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance http://www.vanityfair.com/online/daily/2011/03/notes- on-new-yorks-oddest-couple-jeffrey-ep

gmaxJan 1, 2019

<no subject>

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance <http://www.vanityfair.comionline/daily/2on/o3/notes- on-new- yorks- o ddest-couple-j effre

gmaxJan 1, 2019

<no subject>

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance http://www.vanityfair.com/online/daily/2011/03/notes-on-new-yorks-oddest-couple-jeffrey-ep

gmax1@ellmax.comMar 8, 2011

<no subject>

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance <http://www.vanityfair.com/online/daily/2011/03/notes-on-new-yorks-oddest-couple-jeffrey-ep

Jeffrey EpsteinJan 1, 2019

Re: Jeffrey and Ghislaine: Notes on New York's Oddest Alliance

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance <http://www.vanityfair.com/online/daily/2011/03/notes-on-new-yorks-oddest-couple-jeffrey-ep

Jeffrey EpsteinJan 1, 2019

Re:

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance <http://www.vanityfair.com/online/daily/2011/03/notes-on-new-yorks-oddest-couple-jeffrey-ep

Jeffrey EpsteinJan 1, 2019

Re: Looking for someone who made the early bet that Middle East would implode...

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance <http://www.vanityfair.com/online/daily/2011/03/notes-on- new-yorks-oddest-couple-jeffrey-e

Jeffrey EpsteinJan 1, 2019

Re: Jeffrey and Ghislaine: Notes on New York's Oddest Alliance

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance <http://www.vanityfair.com/online/daily/2011/03/notes-on-new-yorks-oddest-couple-jeffrey-e

Jeffrey EpsteinJan 1, 2019

Re: Looking for someone who made the early bet that Middle East would implode...

Jeffrey and Ghislaine: Notes on New York's Oddest Alliance <http://www.vanityfair.com/online/daily/2011/03/notes-on-new-yorks-oddest-couple-jeffrey-ep

Showing 10 of 29 emails. View all →

This dossier on Jimmy Cayne was compiled from court records, flight logs, and public documents. 100% free, ad-free, and independent.