Winnick's first job in financial services was as a bond salesman with
Drexel Burnham Lambert. In 1978, he joined the staff of
Michael Milken at Drexel's high-yield bond operation in California. He was head of the convertible desk. Winnick's work at Drexel provided initial capital and mid-cap financing to new U.S. companies in the fields of
telecommunications, healthcare and gaming. Winnick is also credited with proposing the design of the California unit's X-shaped trading desk in
Beverly Hills. In 1985, Winnick founded a private equity firm. In 1996, Winnick formed a partnership with the
AFL-CIO that was responsible for recovering the
Playa Vista development in Los Angeles, a large planned community on the Westside of Los Angeles.
Global Crossing In 1998, Winnick founded
Global Crossing, an early global
fiber-optic network company which by 1999 was valued at $20 billion. The company owned and managed a network of fiberoptics in more than 50 countries and connections to more than 70 countries in North America, Europe, Latin America and Asia. The company filed for bankruptcy in 2002 amid allegations of accounting fraud and other financial irregularities. Winnick was not charged in relation to the bankruptcy, and he settled a lawsuit related to the case for $55 million without admitting guilt. Winnick was investigated for
insider trading regarding
Global Crossing. Winnick and other executives at the company were accused of providing misleading information to investors. They allegedly downplayed the company's financial problems and painted an overly positive picture of its prospects, which led some investors to make ill-informed decisions. Winnick and other executives were also criticized for their excessive compensation packages, with
CNN Money describing him as an "emperor of greed" for using Global Crossing as his "personal bank account." ==Personal life==