James Cayne

James Eliot Cayne (February 14, 1934, Evanston, Illinois to December 28, 2021, Long Branch, New Jersey) was an American investment banker and champion bridge player who was chief executive of Bear Stearns from 1993 to January 2008, two months before the firm's collapse into JPMorgan Chase. With Alan Greenberg he mentored Jeffrey Epstein at Bear Stearns from 1976 until Epstein's departure in 1981, and he remained one of Epstein's principal contacts at the firm until its failure. A first codicil to Epstein's will named Cayne and Henry Jarecki as co-executors of Epstein's estate. In August 2007, as two Bear Stearns hedge funds collapsed, Cayne told Epstein by telephone to "hold tight," according to the complaint Epstein's company later filed against the firm.¹²³⁴⁵

Career

Cayne studied engineering at Purdue University and left without a degree, then served in the Army in Japan. He was a champion bridge player, and at Bear Stearns he became the first Wall Street chief executive to own a stake in his company worth more than one billion dollars. He steered the firm to five years of record profits before it lost heavily on housing-market bets in 2007 and ran out of cash in 2008. He stepped down as chief executive in January 2008; two months later JPMorgan Chase agreed to buy Bear Stearns for 10 dollars a share, after Cayne's last-minute efforts to get a better price.¹²

Epstein at Bear Stearns

Epstein came to Bear Stearns in 1976 from the Dalton School through Greenberg and rose under Greenberg and Cayne to limited partner. He resigned on March 12, 1981, the day after Seagram announced its tender offer for St. Joe Minerals. When the Securities and Exchange Commission took his testimony on April 1, 1981 in its insider-trading inquiry, it questioned him on whether Cayne had inside information about St. Joe, and Epstein denied knowledge of any. The SEC brought no insider-trading charges against anyone at Bear Stearns in the matter.²³

Accounts of the departure conflict. Cayne said: "Jeffrey Epstein left Bear Stearns of his own volition. It was never suggested that he leave by any member of management, and management never looked into any improprieties by him." Contemporaries told Vanity Fair of internal rumors that the executive committee had asked for his resignation after his two supporters, Greenberg and Cayne, were outvoted, and a former Bear Stearns executive told Fox Business in 2019 that Epstein "left at our invitation ... it was very serious stuff." Vanity Fair listed Cayne in 2003 among Epstein's admirers.³⁶

The Will

Drafts of Epstein's will and codicils preserved in the Justice Department's records include a base will dated December 11, 2001, in which Epstein, "of Little St. James Island," named Paul Hoffman and one other individual as executors. A first codicil substituted a new Article Third: "I appoint HENRY JARECKI and JAMES CAYNE as Executors of this will. If either HENRY JARECKI or JAMES CAYNE fails to qualify or ceases for any reason to act as Executor, I hereby designate PAUL HOFFMAN as successor Executor." A further amendment added a third individual as co-executor alongside Jarecki and Cayne.⁵

"Hold Tight"

After 1981 Epstein conducted, by his company's account, "hundreds of millions of dollars in transactions with Bear Stearns" and dealt "with the senior management of Bear Stearns." In the summer of 2007 his company Financial Trust Company held 120,000 Bear Stearns shares in a Merrill Lynch account while two Bear Stearns Asset Management funds collapsed. Financial Trust's August 5, 2009 verified complaint alleged that on August 6, 2007 Epstein spoke by telephone with Cayne, who told him the funds' problems were "contained to those two funds," cited a pending one billion dollar capital infusion from China Citic Group, and advised him to "hold tight." The complaint also alleged that the day after the Enhanced Leverage Fund's disintegration was announced on July 17, 2007, "Cayne and Spector commenced participating in a 10-day bridge tournament in Nashville, Tennessee," referring to the firm's president, Warren Spector. Financial Trust sold its last 100,000 shares on March 17, 2008 at 3.41 dollars and sued Bear Stearns in the District Court of the Virgin Islands for fraudulent and negligent misrepresentation, naming Cayne, Greenberg, Spector, Samuel Molinaro and Alan Schwartz as the officers whose statements Epstein had relied on.⁴

Epstein had also put about 60 million dollars into the Enhanced Leverage Fund, making him one of its largest investors.⁶