Leonard Anthony Leo (born November 1965) is an American lawyer and conservative legal activist.
He was the longtime vice president of the Federalist Society and is currently, along with Steven Calabresi, the co-chairman of the organization's board of directors.
Leo has been instrumental in building a network of influential conservative legal groups funded mostly by anonymous donors, including The 85 Fund and Concord Fund, which serve as funding hubs for affiliated political nonprofits.
He assisted Clarence Thomas in his Supreme Court confirmation hearings and led campaigns to support the nominations of John Roberts, Samuel Alito, Neil Gorsuch, Brett Kavanaugh, and Amy Coney Barrett.
Leonard Anthony Leo was born on Long Island, New York, in November 1965, and raised in suburban New Jersey.
His grandfather, an Italian immigrant, was a vice president of Brooks Brothers.
He grew up in a family of practicing Catholics.
His father died when Leo was in preschool.
His mother remarried an engineer when he was five years old, and the family moved to Monroe Township, Middlesex County, New Jersey, where he spent most of his childhood.
1983
He graduated in 1983 from Monroe Township High School.
1986
Leo attended Cornell University, graduating with a bachelor's degree in 1986, working as an intern in the office of Senator Orrin Hatch.
1989
He then attended Cornell Law School, graduating with a J.D. in 1989.
He then clerked for Judge A. Raymond Randolph of the United States Court of Appeals for the District of Columbia Circuit.
While studying law at Cornell, Leo founded a student chapter of the Federalist Society in 1989, and subsequently went to work for the Society in 1991 in Washington, D.C. He met Clarence Thomas while clerking in the Appeals Court, and the two became close friends.
Leo delayed his start at the Federalist Society to assist Thomas in his Supreme Court confirmation hearings.
Leo served at the Federalist Society in various capacities for more than 25 years.
2014
Between 2014 and 2017, Leo-affiliated entities raised over $250 million from donors including Charles Koch and Rebekah Mercer.
2016
In 2016, Leo worked with Senate Majority Leader Mitch McConnell to block President Barack Obama's replacement appointee, Merrick Garland.
Leo's nonprofit, the Judicial Crisis Network reported that it spent more than $7 million to prevent Garland's confirmation.
After Donald Trump's election, The New York Times described Leo as playing a "critical role" in reshaping the judiciary through Trump's Supreme Court nominees, first contacting then appellate-judge Neil Gorsuch about potentially nominating him to the vacancy created by Scalia's death.
Leo's CRC Advisors coordinated "a months-long media campaign" in support of Gorsuch's nomination, including "opinion essays, contributing 5,000 quotes to news stories, scheduling pundit appearances on television," and television and radio advertisements.
2017
In 2017, legal analyst Jeffrey Toobin wrote that Leo was "responsible, to a considerable extent, for one third of the justices on the Supreme Court".
The Washington Post would later write that "few people outside government have more influence over judicial appointments now than Leo."
2018
In 2018, Politico reported that Leo had personally lobbied for Brett Kavanaugh's nomination for the Supreme Court seat vacated by Anthony Kennedy, raising upward of $15 million in support of his confirmation.
The Judicial Crisis Network ran television and radio advertisements supporting Kavanaugh's nomination, and CRC advisors "hype[d] a theory that Christine Blasey Ford’s accusation—that when they were both in high school, Kavanaugh pushed her on a bed and tried to remove her clothing—was actually a case of mistaken identity".
In a 2018 interview, when asked about a possible vacancy on the Supreme Court during an election year, Leo stated that "If a vacancy occurs in 2020, the vacancy needs to remain open until a president is elected and inaugurated and can pick. That's my position, period."
Leo said he would advise Trump not to act on an election year Supreme Court vacancy, adding that he had never asked Trump about the possible scenario.
2019
In 2019, The Washington Post reported that the Federalist Society had paid Leo an annual salary of more than $400,000 for a number of years.
Leo took leaves of absence from the Federalist Society to assist the Bush administration's judicial nomination and confirmation efforts.
This included the unsuccessful nomination of Miguel Estrada to the United States Court of Appeals for the District of Columbia Circuit, as well as the successful confirmations of John Roberts and Samuel Alito to the U.S. Supreme Court.
2020
After the death of Justice Ruth Bader Ginsburg in September 2020, The Wall Street Journal reported that Leo was involved in the selection process for Ginsburg's replacement.
Ultimately, that process resulted in the appointment of Amy Coney Barrett.
Media outlets have described Leo as the "behind-the-scenes leader of a network of interlocking nonprofits that has raised and spent hundreds of millions of dollars to support conservative judges and causes".
Groups affiliated with Leo include the Judicial Education Project; the Concord Fund (formerly the Judicial Crisis Network); the Marble Freedom Trust; and the Rule of Law Trust, among others.
The Marble Freedom Trust received a $1.6 billion donation from Illinois businessman Barre Seid, described as "the largest known donation to a political advocacy group in U.S. history".
An October 2022 article by Kenneth P. Vogel in The New York Times detailed how Leo, who had been best known for his role in conservative judicial appointments, developed a larger coalition on the right.
In January 2020, Leo announced that he would be leaving his position as vice president at the Federalist Society to start a new group, CRC Advisors, a conservative political consulting firm.
Leo remained in his role as co-chairman of the Federalist Society's board of directors.
Vogel wrote that Leo had built "one of the best-funded and most sophisticated operations in American politics, giving him extraordinary influence as he pushes a broad array of hot-button conservative causes and seeks to counter what he sees as an increasing leftward tilt in society."
In 2023, ProPublica described Leo's activism, namely through the Teneo Network, as focusing on "'woke-ism' in corporations and education, 'one-sided journalism' and 'entertainment that's really corrupting our youth."