In 2001, Wolosky joined Boies, Schiller & Flexner LLP, the prominent U.S. law firm led by
David Boies whose partners are known for high-profile matters such as the representation of
Al Gore in the contested 2000 U.S. presidential election, representation of the U.S. Government in its anti-trust dispute with
Microsoft, and representation of
American International Group and its former CEO,
Maurice R. Greenberg. During his time at Boies Schiller, Wolosky led or co-led some of the firm's high-profile matters, including the firm's representation of Greenberg, its representation of former RNC Vice Chair
Elliott Broidy in litigation against
Qatar, its terrorism financing case against
Bank of China; and
Restis v United Against Nuclear Iran, a precedent-setting private defamation case in which the United States Government asserted the state secrets privilege, resulting in a victory for Wolosky's client UANI. Wolosky also served as co-lead counsel to certain of the 9/11 families in connection with a multibillion-dollar federal court judgment entered against Iran; and as lead counsel to a major international corporation in matters arising out of an alleged assault by
Dominique Strauss-Kahn, the former managing director of the
International Monetary Fund. In October 2019, Wolosky was appointed Independent Monitor of
Deutsche Bank by the
New York State Department of Financial Services and urged the bank to exit Russia. Wolosky has also represented
Fiona Hill, a former advisor on the
United States National Security Council, in the 2019 impeachment hearings of Donald Trump and opposed the White House's efforts to prevent her testimony. He has also represented MSNBC anchor
Nicolle Wallace, and Emmy Award-winning journalist
Lowell Bergman.
Neil Cavuto, the conservative
Fox News anchor, has called Wolosky "one of the brightest lawyers in the country." In 2020, Wolosky joined Jenner & Block LLP, where he served as a co-Chair of the Litigation Department and as a member of the firm's Management Committee. Previously, he worked at
Paul, Weiss, Rifkind, Wharton & Garrison and as an international affairs fellow at the
Council on Foreign Relations. At Paul Weiss, he worked principally with and was mentored by
Ted Sorensen, the seventh
White House Counsel under
John F. Kennedy and
Lyndon B. Johnson. In August 2021, Wolosky was named to the
advisory board of American
facial recognition company
Clearview AI as
of counsel. As of 2025, Wolosky serves as lead counsel on behalf of hundreds of U.S. victims of the October 7 attacks in a groundbreaking lawsuit against US-Palestinian billionaire Bashar Masri for allegedly aiding and abetting Hamas. Days after the lawsuit was filed, Masri was relieved of his role on a Harvard University Advisory Council. Wolosky is also leading litigation against the University of California, Berkeley for alleged anti-semitism. == See also ==