Law firm Boies began his career at
Cravath, Swaine & Moore, joining the firm after graduation from law school in 1966 and becoming a partner in 1973. He left Cravath in 1997 after a major client objected to his representation of the
New York Yankees despite the firm having determined there was no conflict of interest. Boies departed the firm within 48 hours of being informed of the client's objection and went on to establish his own firm with his friend
Jonathan Schiller, now known as
Boies, Schiller & Flexner LLP. It is currently rated 23rd in "overall prestige" and 15th among New York law firms by
Vault.com, a website on legal career information.
Notable cases 1980s-2000 From 1984 to 1985, Boies defended
CBS in the libel suit
Westmoreland v. CBS, but after dragging on for two years, the case was dropped. Following the
2000 U.S. presidential election, he represented Vice President
Al Gore in
Bush v. Gore. In 2000, Boies lost the first important file-sharing case which ultimately put
Napster into bankruptcy.
2001-2010 In 2001 Boies represented the Justice Department in the
United States v. Microsoft Corp. case. Boies won a victory at trial, and the verdict was upheld on appeal. The appellate court overturned the relief ordered (breakup of the company) back to the trial court for further proceedings. Thereafter, the George W. Bush administration settled the case.
Bill Gates said Boies was "out to destroy Microsoft". In 2001, the
Washington Monthly called Boies "a brilliant trial lawyer", "a latter-day
Clarence Darrow", and "a mad genius" for his work on the
Microsoft case. In 2008 Boies negotiated on behalf of American Express two of the highest civil antitrust settlements ever for an individual company: $2.25 billion from Visa, and $1.8 billion from MasterCard. In 2009, following the
California Supreme Court ruling on
Strauss v. Horton, Boies joined former Solicitor General
Theodore Olson, the opposing attorney in
Bush v. Gore, in the lawsuit
Perry v. Brown seeking to overturn the state of
California's
Proposition 8 ban on
same-sex marriage. In August 2010, the District Court judge ruled in their clients' favor, finding Proposition 8 to be unconstitutional. On June 26, 2013, the
Supreme Court of the United States ruled that the proponents of Proposition 8 did not have standing to challenge the ruling, allowing the District Court judgment to stand. Same-sex marriages resumed in California on June 28, 2013. Also in 2009, the
Golden Gate Yacht Club retained Boies for their ongoing dispute with
Société Nautique de Genève regarding the
33rd America's Cup. In March 2010, Boies joined the team of attorneys representing
Jamie McCourt in her divorce from
Los Angeles Dodgers owner
Frank McCourt.
2010s In 2011 Boies represented filmmaker
Michael Moore regarding a Treasury Department investigation into Moore's trip to Cuba while filming for
Sicko. Boies, Schiller & Flexner LLP assisted the government in obtaining a $155 million settlement from Medco Health Solutions related to a
qui tam complaint which alleged that Medco helped some pharmaceutical companies make more money by driving prescriptions to them; along with making the payment Medco also signed a
corporate integrity agreement. Boies was part of the legal team representing the
National Football League in their antitrust litigation, Brady v. NFL. Boies represented the
National Basketball Players Association during the
2011 NBA lockout. He joined sides with
Jeffrey Kessler, who opposed Boies as a representative for the players in the
2011 NFL lockout. Boies was the lead counsel for
Oracle Corporation in its lawsuit against
Google on the use of
Java programming language technology in the
Android operating system. The case decided that Google did not infringe on Oracle's patents. In 2014, on behalf of Mr. Greenberg, Boies brought a claim that the government's $85 billion bailout of AIG had been unfair to the company's owners. Boies charged Greenberg more than $50 million in legal fees. Although the court accepted some of Boies's arguments, the court refused to award the plaintiffs a single dollar. On appeal, the
United States Court of Appeals for the Federal Circuit rejected all of Boies's claims and threw out the trial court's decision. In 2011, Boies began working as legal representation for the now defunct blood testing company,
Theranos. In the 2022
Hulu miniseries
The Dropout, Boies was portrayed by
Kurtwood Smith. In 2012, Boies represented three tobacco companies, Philip Morris USA Inc., R.J. Reynolds Tobacco Co. and Liggett Group LLC, in their appeal of a $2.5 million Tampa jury verdict in the death of smoker Charlotte Douglas. Later in 2012 Boies defended Gary Jackson, former president of
Academi (previously known as BlackWater), in a federal prosecution which alleged he and his co-defendants illegally hid firearm purchases from the
Bureau of Alcohol, Tobacco, Firearms and Explosives. In 2015, Boies represented
Bob Weinstein and
Harvey Weinstein in renegotiating the Weinsteins' employment contract. According to
The Wall Street Journal, Boies negotiated Harvey Weinstein's contract without informing Weinstein Co. directors that he had an investment in the company's movies. In 2017, Boies agreed to join the legal team for
Lawrence Lessig's legal fight against
winner-take-all Electoral College vote allocations in the states.
Dallas Cowboys owner
Jerry Jones hired Boies in 2017 to advise on Jones's legal strategy against
NFL commissioner
Roger Goodell and the NFL compensation committee in the wake of the suspension of the running back
Ezekiel Elliott. Since 2019, Boies has represented several of
Jeffrey Epstein's victims including
Virginia Roberts Giuffre.
2020s In 2025, he was hired by
Rumble to represent the company in its antitrust suit against Google. In 2026, he supported the
second Donald Trump administration's conduct of the
2026 Iran War. ==Criticism==