Theodore Olson

In 1965, Olson joined the Los Angeles, California, office of Gibson, Dunn & Crutcher as an Associate. In 1972, he was named Partner.[4]

From 1981 to 1984, Olson served as an Assistant Attorney General (Office of Legal Counsel) in the Reagan administration.[5] While serving in the Reagan administration, Olson was Legal Counsel to President Reagan during the Iran-Contra Affair's investigation phase.[5] Olson was also the Assistant Attorney General for the Office of Legal Counsel[6] when then President Ronald Reagan ordered the Administrator of the EPA to withhold the documents on the ground that they contained "enforcement sensitive information."[7] This led to an investigation by the 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 Supreme Court Case Morrison v. Olson, the Court disagreed with Olson and found in favor of the Plaintiff and independent counsel Alexia Morrison.[8]

He returned to private law practice as a partner in the Washington, D.C., office of his firm, Gibson Dunn.

A high-profile client 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 in 2010

Olson argued a dozen cases before the Supreme Court prior to becoming Solicitor General;[9] 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.[5] Olson successfully represented presidential candidate George W. Bush in the Supreme Court case Bush v. Gore, which effectively ended the recount of the contested 2000 Presidential election.

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. 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.[10] Lee sued the federal government to discover which public officials had named him as a suspect to journalists before he had been charged.[10] Olson wrote a brief on behalf of one of the journalists involved in the case, saying that journalists should not have to identify confidential sources, even if subpoenaed by a court.[10] In 2011, Olson represented the National Football League Players Association in the 2011 NFL lockout.[11][12]

In 2009, he joined together with President 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.[13] His work on the lawsuit earned him a place among the Time 100's greatest thinkers.[14] In 2011, Olson and David Boies were awarded the ABA Medal, the highest award of the American Bar Association.[15] In 2014, Olson received the Golden Plate Award of the American Academy of Achievement presented by Awards Council member Brendan V. Sullivan, Jr.[16][17]

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.[18]

Olson also represented New England Patriots quarterback Tom Brady in the Deflategate scandal,[19] which ended with Brady electing not to pursue Supreme Court appeal of a four-game suspension.[20][21]

More recently, Olson represents a group of billboard advertisers in a lawsuit against the City of San Francisco. The group is challenging 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 claims 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.[22]

In March 2018, Olson turned down an offer to represent Donald Trump in the probe of Russian interference in the 2016 election.[23]