Early legal career: 1965 to 2000 In 1965, Olson joined the
Los Angeles office of
Gibson, Dunn & Crutcher as an associate. In 1972, he was named a partner. From 1981 to 1984, Olson served as an
Assistant Attorney General (Office of Legal Counsel) in the
Ronald Reagan administration. While serving in the Reagan administration, Olson was Legal Counsel to President Reagan during the
Iran-Contra Affair's investigation phase. when then-President
Ronald Reagan ordered the Administrator of the
EPA to withhold documents on the ground that they contained "enforcement sensitive information." This led to an investigation by the
U.S. House Judiciary Committee that later produced a report suggesting Olson had given false and misleading testimony before a House subcommittee during the investigation. The Judiciary Committee forwarded a copy of the report to the Attorney General, requesting the appointment of an
independent counsel investigation. Olson argued that the Independent Counsel took
executive powers away from the office of the
President of the United States and created a hybrid "fourth branch" of government that was ultimately answerable to no one. He argued that the broad powers of the Independent Counsel could be easily abused or corrupted by
partisanship. In the
United States Supreme Court Case
Morrison v. Olson, the Court disagreed with Olson and found in favor of the Plaintiff and independent counsel Alexia Morrison. Olson returned to private law practice as a partner in the
Washington, D.C., office of his firm, Gibson Dunn. A high-profile client of his in the 1980s was
Jonathan Pollard, who had been convicted of selling government secrets to
Israel. Olson handled the appeal to
United States Court of Appeals for the D.C. Circuit. Olson argued the life sentence Pollard received was in violation of the
plea bargain agreement, which had specifically excluded a life sentence. Olson also argued that the violation of the plea bargain was grounds for a
mistrial. The Court of Appeals ruled (2‑1) that no grounds for mistrial existed. Olson argued a dozen cases before the Supreme Court prior to becoming Solicitor General. In one case, he argued against
federal sentencing guidelines, and, in a case in New York state he defended a member of the press who had first leaked the
Anita Hill story.
Later legal career: After 2000 Olson was nominated for the office of
Solicitor General by
President Bush on February 14, 2001. He was confirmed by the
United States Senate on May 24, 2001, and took office on June 11, 2001. Olson was solicitor general during the
9/11 terrorist attacks, and his wife died on board
American Airlines flight 77, which was crashed into
the Pentagon. In 2002, Olson argued for the federal government in the Supreme Court case
Christopher v. Harbury (536 U.S. 403), in which Supreme Court agreed with Olson's position in its unanimous opinion written by
Justice Souter. Olson maintained that the government had an inherent right to lie: "There are lots of different situations where the government quite legitimately may have reasons to give false information out." In July 2004, Olson retired as Solicitor General and returned to private practice at the Washington office of Gibson Dunn. In 2006, Olson represented a defendant journalist in the civil case filed by
Wen Ho Lee and pursued the appeal to the Supreme Court. Lee sued the federal government to discover which public officials had named him as a suspect to journalists before he had been charged. In 2009, Olson joined with President Bill Clinton's former attorney
David Boies, who was also his opposing counsel in
Bush v. Gore, to bring a federal lawsuit,
Perry v. Schwarzenegger, challenging
Proposition 8, a California state constitutional amendment banning
same-sex marriage. His work on the lawsuit earned him a place among the
Time 100's greatest thinkers. In 2010, Olson and
Floyd Abrams argued in favor of the
Citizens United vs FEC case before the Supreme Court, which granted corporations the same free speech rights as individuals, and allowed unlimited corporate spending in elections. In 2011, Olson and David Boies were awarded the
ABA Medal, the highest award of the
American Bar Association. In 2014, Olson received the Golden Plate Award of the
American Academy of Achievement presented by Awards Council member
Brendan V. Sullivan, Jr. Apple Inc. hired Olson to fight the
FBI–Apple encryption dispute court order to unlock an
iPhone, which ended with the government withdrawing its case. Olson also represented
New England Patriots quarterback
Tom Brady in the
Deflategate scandal, which ended with Brady electing not to pursue Supreme Court appeal of a four-game suspension. In 2017, Olson represented a group of billboard advertisers in a lawsuit against the City of
San Francisco. The group challenged a city law requiring soda companies to include in their advertisements warnings that consumption of sugar-sweetened beverages is associated with serious health risks like
diabetes. The suit claimed that the law is an unconstitutional restriction on commercial speech. In September 2017, a panel of the 9th Circuit Court of Appeals agreed with Olson and provisionally barred the city's mandated warnings. In March 2018, Olson turned down an offer to represent
Donald Trump in the probe of Russian interference in the 2016 election. In November 2019, Olson represented the
DACA recipients in the Supreme court case
Department of Homeland Security v. Regents of the University of California. On June 18, the Supreme Court upheld the program due to the failure of the Trump administration to follow the
Administrative Procedure Act while rescinding DACA. In 2023, Olson wrote in an
op-ed that the U.S. should conclude the criminal cases of the remaining defendants. Citing the complicated nature of
death penalty cases, as well as the fact that many of the convictions already secured had been partially or fully overturn by appeals courts, he publicly encouraged the government to offer sentences of life in prison. == Personal life ==