Leon
PersonRelationship Network
Event Timeline
| Connected Entity | Relationship Type |
Strength
(mentions)
|
Documents | Actions |
|---|---|---|---|---|
|
person
Jeffrey Epstein
|
Client |
8
Strong
|
4 | |
|
person
Brad Wechsler
|
Employee |
7
|
3 | |
|
person
Melanie Spinella
|
Employee |
7
|
3 | |
|
person
Jeffrey Epstein
|
Business associate |
7
|
3 | |
|
person
Katia
|
Seeking contact |
6
|
1 | |
|
person
Melanie Spinella
|
Professional |
6
|
2 | |
|
person
jeffrey E.
|
Business associate |
6
|
1 | |
|
person
Jeffrey Epstein/Sender
|
Business associate |
5
|
1 | |
|
person
sender
|
Business associate |
5
|
1 | |
|
person
Apollo
|
Business associate |
5
|
1 | |
|
person
Jeffrey Epstein
|
Friend |
5
|
1 | |
|
person
Kathy Ruemmler
|
Professional |
5
|
1 | |
|
person
Jeffrey E.
|
Business associate |
5
|
1 | |
|
person
sender
|
Client |
5
|
1 | |
|
person
Eilleen
|
Employee |
5
|
1 | |
|
person
sender
|
Professional advisory |
5
|
1 | |
|
person
Brad
|
Employee |
5
|
1 | |
|
person
JEFFREY
|
Business associate |
5
|
1 | |
|
person
Heather
|
Professional advisory |
5
|
1 | |
|
person
Katia
|
Acquaintance |
5
|
1 | |
|
person
Melanie Spinella
|
Principal staff |
5
|
1 | |
|
person
Brad Wechsler
|
Principal advisor |
5
|
1 | |
|
person
sender
|
Financial |
5
|
1 | |
|
person
Jeffrey Epstein
|
Advisor subordinate complex |
5
|
1 | |
|
person
Richard Kahn
|
Professional advisor |
5
|
1 |
| Date | Event Type | Description | Location | Actions |
|---|---|---|---|---|
| N/A | N/A | Interview of Brad (approx 2 years prior to Nov 2016). | Unknown | View |
| N/A | N/A | Interview of Brad Wechsler (2 years prior to email). | N/A | View |
| N/A | N/A | Interview with Brad (Wechsler) | Unknown | View |
| N/A | N/A | Issuance of a report by 'Davis' that is critical of 'Leon' and the board, related to Caesars. | N/A | View |
| N/A | N/A | Discussion between Leon and Heather regarding the exchange mechanism for Cezanne paintings. | Unknown | View |
| N/A | N/A | IRS Audits | N/A | View |
| N/A | N/A | IRS Response drafting | N/A | View |
| N/A | N/A | Completion of Phaidon transaction | Unspecified | View |
| N/A | N/A | Interview with Brad Wechsler where sender advised Leon regarding Brad's incompetence. | Unknown | View |
| 2025-11-21 | N/A | Meeting to discuss office review results in 'gory gruesome detail'. | Unknown | View |
| 2016-11-15 | N/A | Email discussion regarding office management and aircraft status. | N/A | View |
| 2016-11-01 | N/A | Discussion of Foreign Funds Repatriation Plan | N/A | View |
| 2016-11-01 | N/A | Proposed sale of Artspace and shutting down of Regan Arts. | Unknown | View |
| 2016-05-01 | N/A | Proposed response to IRS regarding valuation discount | N/A | View |
| 2016-01-01 | N/A | Nicholas Ribis predicts that 'Davis' would issue a report critical of 'Leon' and a board, referen... | N/A | View |
| 2015-02-27 | N/A | Planned discussion of results in 'gory gruesome detail'. | Unknown | View |
| 2015-02-27 | N/A | Planned meeting to discuss results in 'gory gruesome detail' (Friday following the email date). | Unknown | View |
| 2015-02-24 | N/A | Planned discussion of results in 'gory gruesome detail' on Friday. | Unknown | View |
| 2015-01-01 | N/A | Meeting with Leon, Ben, and Kathy Ruemmler. | Unknown | View |
| 2014-01-01 | N/A | Interview of Brad Wechsler | N/A | View |
| 2014-01-01 | N/A | Leon interviewed Brad. | Unknown | View |
| 1984-01-01 | Court ruling | Ruling in the case of United States v. Leon. | Supreme Court | View |
HOUSE_OVERSIGHT_023253.jpg
This document contains an email from an unnamed sender (likely a financial advisor or manager) to Leon (via Melanie Spinella), expressing severe frustration with the management of Leon's finances and organization. The sender refuses to vet new hires, recounts a 1993 story about Donald Trump and a fatal plane crash as a metaphor for Leon's office management, and warns of serious legal consequences regarding tax filing status ("willful non-filer"). The email outlines the complexity of Leon's "6 billion dollar corp" and family assets, criticizing the lack of oversight and insufficient overhead spending.
HOUSE_OVERSIGHT_023251.jpg
This document contains three emails from late 2016 discussing valuation, tax planning, and significant internal staffing and performance issues. The emails reveal ongoing problems with employees like Brad, Joslin, and Joshn Castrucci, including concerns about competence, management, and financial implications, with Melanie Spinella being a central figure in these discussions. A final note mentions complications caused by 'Donald'.
HOUSE_OVERSIGHT_023250.jpg
This document contains a series of emails from 2016, likely written by Jeffrey Epstein to 'Leon' (presumably Leon Black), sent via Melanie Spinella. The emails reveal Epstein's deep frustration with Leon's 'family office' and accounting teams (Deloitte, PWC), criticizing their incompetence regarding financial transactions, IRS responses, and valuations (specifically a CLAT and a $5 billion spreadsheet). Epstein justifies his 'high fees' by claiming his advice has generated benefits between 1.5 and 2 billion dollars and kept Leon's finances 'safe' without disasters.
HOUSE_OVERSIGHT_023244.jpg
This document contains a 2018 email thread mentioning Jeffrey Epstein's presence in Paris and travel difficulties due to an Air France strike. Crucially, it includes a forwarded email from November 15, 2016 (just after the US election), in which Epstein writes a scathing message to 'Leon' (likely Leon Black). In this message, Epstein criticizes Leon's staff (specifically Brad Wechsler and Joshn Castrucci), discusses a 'foreign funds repatriation plan' potentially affected by 'Donald' (Trump), and claims to have personally paid to augment an employee's salary.
HOUSE_OVERSIGHT_023241.jpg
An email thread from April-May 2016 where Jeffrey Epstein (using the alias 'jeffrey E.') aggressively negotiates his consulting fees with 'Leon' (likely Leon Black). Epstein demands $40 million per year, citing his past success in saving the client billions and managing estate/tax planning, while criticizing the incompetence of the client's family office staff (Joslin, Brad). The thread includes an underlying email from attorney Alan Halperin regarding an IRS valuation discount.
HOUSE_OVERSIGHT_023238.jpg
An email from May 12, 2016, ostensibly from Jeffrey Epstein to 'Leon' (likely Leon Black), sent via Melanie Spinella. The sender uses an extended metaphor comparing his financial structuring work to a 'work of art' and expresses frustration that Leon's incompetent staff (Brad, Joslin, etc.) are ruining it. The email discusses ongoing IRS audits, a fee negotiation reducing a request from $40 million to $35 million per year, and warns against letting the law firm Paul Weiss see the 'entire story,' while closing with a personal note of non-judgment regarding Leon's private activities.
HOUSE_OVERSIGHT_023231.jpg
A letter/email from Jeffrey Epstein to Leon Black expressing frustration over unpaid financial advisory fees. Epstein details his work rectifying tax errors, managing GRATs, and structuring transactions (including Phaidon) that allegedly saved Black $600 million. He complains that Black unilaterally changed their compensation agreement, offering only $20 million (per Brad Karp) instead of the $50-60 million Epstein felt was agreed upon, while disparaging the contributions of other advisors like 'Alan' and 'Brad'.
HOUSE_OVERSIGHT_023226.jpg
The document contains two email threads involving Jeffrey Epstein. The first (2015) details significant financial transfers totaling tens of millions to 'Gratitude America' and 'FTC' for tax purposes. The second (2016), with the subject 'leon DO NOT SEND', is a lengthy, scathing letter (likely from Leon Black) critiquing Epstein's staff (Eileen Alexandersson and Brad Wechsler), detailing the discovery of millions in missed deductions and dormant accounts, and claiming to have achieved $600 million in after-tax savings for Epstein while complaining about the incompetence of his office management.
HOUSE_OVERSIGHT_023222.jpg
This document contains an email thread from 2015, likely between Jeffrey Epstein and Leon Black (via assistant Melanie Spinella), discussing the complex setup and management of a family office. The text details extensive tax planning strategies (GRATs, trusts), asset management (art, real estate, planes, boats), and the consolidation of legal and financial advisors (Paul Weiss, Apollo in-house, JPM, GS). It highlights the scale of financial operations, mentioning over $100 million in cash and the rationalization of numerous bank accounts and entities.
HOUSE_OVERSIGHT_023220.jpg
This document contains a series of emails from 2015 involving Jeffrey Epstein (using the alias jeevacation@gmail.com), Brad Wechsler, Barry Cohen, and Melanie Spinella. The correspondence details the logistical planning of a complex financial transaction involving a 'purchase and sale agreement,' a $30 million fee, and the involvement of trustees, with a target closing date of December 22. Another section discusses finding $8 million in missed deductions and using 'low basis art' or interests in entities like Milenium or King Street to pay fees.
HOUSE_OVERSIGHT_023219.jpg
This document is an email thread from December 2015 involving Jeffrey Epstein (jeevacation@gmail.com), Brad Wechsler, and Heather Gray. The top section features a personal message from an unnamed mentor/advisor terminating a paid financial arrangement, calling Epstein their 'best student' and stating he is now capable of doing the work himself. The thread also details logistical schedules for a 'purchase and sale agreement' and trust documents, with a target closing date of December 22, 2015, involving individuals named Ada, Alan, and Leon.
HOUSE_OVERSIGHT_023213.jpg
This document contains a series of emails from late 2015, likely between Jeffrey Epstein and his staff/advisors (Brad Wechsler, Melanie Spinella, Lesley Groff), concerning the financial and personal affairs of 'Leon' (likely Leon Black). The emails detail complex financial maneuvers involving asset transfers to entities named 'apo-01' (likely Apollo-related), art dealings with Gagosian, estate planning involving 'Alex' and 'Victoria', and the management of luxury assets like planes and boats. The content suggests a high level of involvement by the sender in restructuring trusts, loans, and operational details for the client.
HOUSE_OVERSIGHT_023212.jpg
This document contains a chain of emails from November 2015 involving Jeffrey Epstein, Melanie Spinella, and an unidentified advisor (likely legal or financial). The emails discuss significant financial matters, including a suspicious $100 million overseas transfer involving Gagosian without a contract, high-interest loans costing $50k/day, estate planning, and trust management with Bank of America. The sender also expresses strong opinions on staffing (suggesting Ada Clapp should be fired) and mentions FBI involvement in a list of agenda items.
HOUSE_OVERSIGHT_023211.jpg
This document contains a series of emails from November 2015, likely sent by Jeffrey Epstein to associates Melanie Spinella, Brad Wechsler, and others. The emails discuss complex financial restructuring involving 'Phaidon', 'Artspace', and a 'Leon note' (likely referencing Leon Black), with specific mentions of saving 'hundreds of millions' through estate updates. The sender also dictates instructions regarding aircraft operations (Part 91 vs 135), paying down debt on a plane, and potentially removing 'Debra' from flight access.
HOUSE_OVERSIGHT_023209.jpg
An email (likely from Jeffrey Epstein to Leon Black via Melanie Spinella) criticizing the mismanagement of Leon's $6 billion family office. The sender references a note written on Feb 17, 2014 (one year prior), urging Leon to hire Larry Delson to manage the chaotic office ('needs a daddy') and complaining that previous advice regarding taxes, personnel, and the 'JPM acct' was ignored. The sender emphasizes that their direct involvement in fixing the complex issues would be 'very costly.'
HOUSE_OVERSIGHT_023208.jpg
This document contains a series of emails from October 2015 in which Jeffrey Epstein (using the alias 'Jeffrey E.' and email 'jeevacation@gmail.com') outlines a comprehensive 25-point financial and estate planning 'constructive list.' The list details action items regarding the sale of planes and boats, art partnerships, trust modifications, and investments involving Apollo and Phaidon. Epstein explicitly instructs his assistant Lesley Groff to format this list for 'Leon' (likely Leon Black) to review line-by-line.
HOUSE_OVERSIGHT_013586.jpg
This document is page 86 of a larger file (Bates stamped HOUSE_OVERSIGHT_013586), consisting of a bibliography or reference list. It cites various scientific texts ranging from 1951 to 1994, covering topics such as dynamical systems, social psychology, thermodynamics, information theory, and brain metabolism. The document likely pertains to scientific research proposals or background reading relevant to Jeffrey Epstein's scientific funding interests.
HOUSE_OVERSIGHT_014243.jpg
This document consists of four handwritten phone message slips from February 2005 for Jeffrey Epstein (addressed as 'J.E.', 'Jeffrey', and 'Mr. Epstein'). The messages are from individuals named Katia, Shana, and Duan Bois, requesting return phone calls. One message from Katia notes that the next day is her birthday, and another from her requests Leon's phone number.
HOUSE_OVERSIGHT_030369.jpg
This is a forwarded email from Jeffrey E. (Epstein) to Melanie Spinella, in which he expresses extreme frustration and declares he is 'done' with involvement in hiring decisions. He recounts an anecdote involving Donald Trump and a plane crash as a metaphor for ignoring his advice, and warns of serious legal and financial consequences ('WILLFUL NON-FILER') if certain documents are not filed as advised by attorneys and PWC.
HOUSE_OVERSIGHT_022443.jpg
This document is an email dated January 21, 2016, from Nicholas Ribis to Jeffrey Epstein ('jeevacation@gmail.com'). Ribis reminds Epstein of a past conversation about a critical report by 'Davis' concerning 'Leon' and Caesars, and also makes a political prediction that 'DJT' (likely Donald J. Trump) will become President.
| Date | Type | From | To | Amount | Description | Actions |
|---|---|---|---|---|---|---|
| N/A | Paid | Leon | apo1 / apo-01 | $0.00 | Sales of assets (or llc's) | View |
| N/A | Paid | Leon | sender | $0.00 | Request for payment: 'tell me if you intend to ... | View |
| N/A | Paid | Leon | sender | $0.00 | Request for payment: 'tell me if you intend to ... | View |
| N/A | Paid | Leon | apo1 or apo-o1 | $0.00 | Potential sales of assets or LLCs from Leon to ... | View |
| N/A | Paid | Leon | Unknown seller | $0.00 | Purchase/Exchange of Cezanne paintings involvin... | View |
| N/A | Paid | Leon | Unknown seller | $0.00 | Purchase/Exchange of a Calder (art piece). | View |
| N/A | Received | N/A | Leon | $1,500,000,000.00 | Benefit of advice claimed to be between 1.5 and... | View |
| N/A | Paid | Leon | sender | $40,000,000.00 | Demanded annual fee ('usual 40 million per year'). | View |
| N/A | Paid | Leon | sender | $25,000,000.00 | Initial payment upon signing agreement. | View |
| N/A | Paid | Leon | Jeffrey Epstein | $0.00 | Discussion of fee payments, upfront payments, a... | View |
| N/A | Paid | Leon | sender | $40,000,000.00 | Annual fee for services ('price for my works'). | View |
| N/A | Paid | Leon | sender | $35,000,000.00 | Discounted annual fee offered by sender. | View |
| 2025-11-17 | Paid | Leon | sender | $5,000,000.00 | Installment payments (March, May, June). | View |
| 2025-01-15 | Paid | Leon | sender | $10,000,000.00 | Fee for working short term until Jan 15, paid u... | View |
| 2016-11-01 | Paid | Leon | Jeffrey Epstein | $5,000,000.00 | Payment every 2 months for 6 months. | View |
| 2016-11-01 | Paid | Leon | Jeffrey Epstein | $25,000,000.00 | Payment demanded upon signing agreement. | View |
| 2016-11-01 | Paid | Leon | Jeffrey Epstein | $40,000,000.00 | Annual fee demanded by Epstein ('limit it to 40... | View |
| 2016-11-01 | Paid | Leon | Jeffrey Epstein | $10,000,000.00 | Upfront payment to work until Jan 15. | View |
| 2016-05-01 | Received | N/A | Leon | $2,000,000,000.00 | Estimated benefit of 'between 1.5 and 2b' (bill... | View |
| 2015-10-15 | Paid | Leon | Jeffrey Epstein | $40,000,000.00 | Fee requested by Epstein: "I told you my fee th... | View |
| 2015-10-15 | Paid | Leon | Jeffrey Epstein | $10,000,000.00 | Counter-proposal by Leon: "you propose 10 mllli... | View |
| 2015-10-15 | Paid | Leon | Unknown | $100,000,000.00 | Hypothetical payment: "dont want you to write a... | View |
| 2015-02-24 | Paid | Leon | N/A | $6,000,000,000.00 | Reference to Leon's family being a '6 billion d... | View |
| 2015-02-24 | Paid | Leon | N/A | $3,000,000.00 | Combined overhead of less than 3 million dollars. | View |
| 2015-02-24 | Received | N/A | Leon | $250,000,000.00 | Estimated lower bound of annual income | View |
Unknown
Outlined work to be done, similar to current needs.
Exchange for the Cezannes
Discussion regarding the method of purchase for Cezanne paintings and confidentiality concerns.
N/A
Annoying calls made immediately after bad info was provided by Eileen.
N/A
Quoted text discussing the need for better personnel ('Your family office needs a daddy').
Unknown
Warning about the quality of people involved in the family office and the need for a 'daddy'.
N/A
Memo advising on restructuring the family office, suggesting Larry Delson take charge, and warning about public profile.
N/A
Quote from one year prior regarding family office needing a 'daddy' and personnel upgrades.
Unknown
Reference to an email 'of 2 years ago' outlining work to be done.
N/A
Warning about the state of the family office and suggestion to hire Larry Delson.
N/A
Laid out understanding of compensation for the transaction.
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